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IIS enable authentication for reverse proxy


IIS 7.5 Reverse proxy authenticate requests before forwardingWindows Authentication with IIS 6.0 not working anymoreIs it possible to configure simultaneous authentication against 2 different AD domains by IIS 7?Troubleshooting Windows Authentication problems (no challenge) in IIS 7.5?IIS 7.5 - Remove the pipe character from usernames for virtual hostsIIS 7.5 Reverse proxy authenticate requests before forwardingSharing authentication data between servers in nginxAny other option than HTTPS + Basic auth for reverse proxied IIS site that uses double hop authentication to SQL serverWindows Authentification with IIS and domain groupsConfiguring IIS ARR for backend client certificate authenticationUse NGINX for AD Authentication of both API users and Web Users






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2















I'm moving a reverse proxy config from Apache to IIS. A few of these sites need to authenticate at the proxy before going forward. These are on a separate IIS site for simplicity. How do I specify that this site and / or the reverse proxies I have configured within it can be used by a specific AD group?



What I've tried:



The below are done with only windows authentication enabled in IIS. All are Server 2016 / IIS 10.



  1. Setting the NTFS permissions on the folder hosting the reverse proxy site to only the domaindesiredgroup and the proxyiis_iusrs groups, but this didn't help - it's still allowing any domaindomain users through.


  2. Editing the authentication rules with domaindesiredgroup having access and domaindomain users being denied. This blocks everyone.










share|improve this question




























    2















    I'm moving a reverse proxy config from Apache to IIS. A few of these sites need to authenticate at the proxy before going forward. These are on a separate IIS site for simplicity. How do I specify that this site and / or the reverse proxies I have configured within it can be used by a specific AD group?



    What I've tried:



    The below are done with only windows authentication enabled in IIS. All are Server 2016 / IIS 10.



    1. Setting the NTFS permissions on the folder hosting the reverse proxy site to only the domaindesiredgroup and the proxyiis_iusrs groups, but this didn't help - it's still allowing any domaindomain users through.


    2. Editing the authentication rules with domaindesiredgroup having access and domaindomain users being denied. This blocks everyone.










    share|improve this question
























      2












      2








      2








      I'm moving a reverse proxy config from Apache to IIS. A few of these sites need to authenticate at the proxy before going forward. These are on a separate IIS site for simplicity. How do I specify that this site and / or the reverse proxies I have configured within it can be used by a specific AD group?



      What I've tried:



      The below are done with only windows authentication enabled in IIS. All are Server 2016 / IIS 10.



      1. Setting the NTFS permissions on the folder hosting the reverse proxy site to only the domaindesiredgroup and the proxyiis_iusrs groups, but this didn't help - it's still allowing any domaindomain users through.


      2. Editing the authentication rules with domaindesiredgroup having access and domaindomain users being denied. This blocks everyone.










      share|improve this question














      I'm moving a reverse proxy config from Apache to IIS. A few of these sites need to authenticate at the proxy before going forward. These are on a separate IIS site for simplicity. How do I specify that this site and / or the reverse proxies I have configured within it can be used by a specific AD group?



      What I've tried:



      The below are done with only windows authentication enabled in IIS. All are Server 2016 / IIS 10.



      1. Setting the NTFS permissions on the folder hosting the reverse proxy site to only the domaindesiredgroup and the proxyiis_iusrs groups, but this didn't help - it's still allowing any domaindomain users through.


      2. Editing the authentication rules with domaindesiredgroup having access and domaindomain users being denied. This blocks everyone.







      active-directory iis authentication






      share|improve this question













      share|improve this question











      share|improve this question




      share|improve this question










      asked Jun 30 '17 at 17:23









      Tim BrighamTim Brigham

      13.4k75098




      13.4k75098




















          2 Answers
          2






          active

          oldest

          votes


















          1














          The more accepted method to do this is to use Application Request Routing (ARR) - but this requires setting up an additional AD FS (Active Directory Federation Services) Server.



          I was recently looking to do the same as you for an instance of Kibana, and happened to find this help blog: https://www.smbadmin.com/2017/07/securing-kibana-with-iis-reverse-proxy.html



          As links are not considered a good answer on stack, I'll summarize:



          1. Install IIS with Web Server role along with URL Authorization, Windows Authentication, and Management Tools.

          2. Configure the IIS Reverse Proxy with the URL Rewrite module. This can require some tinkering, depending on the nature of the website/web app on the backend, and in some cases it can completely fail (more about that later).

          3. Setup SSL (Optional) - The proxy accepts traffic coming in via https - and the backend can use http because it is a private connection. A good way of securing sites/apps that aren't SSL enabled.

          4. Setup Authentication - using the Authentication module for the IIS website, disable anonymous and enable preferred method, in my case "Windows Authentication".

          5. Setup Authorization Rules - Delete the allow all default rule and add an allow rule for the AD users or groups that should have access.

          So, this worked great for my Kibana installation, so I decided to deploy it for Jenkins and a number of other websites and web applications, with some tweaks I got most working.



          However, caveat - some sites I tried this with, just would not take - Confluence for example, the authorization popup would continually come up on every page refresh. Another obscure, custom web app that is closed source, used some poor web development practices that could continually cause 500 and bad redirects.



          I may try setting up ARR in the future to see if that works better in these instances, but ARR is outside the scope of your original question.






          share|improve this answer






























            -1














            Doesn't appear to be natively supported in IIS.






            share|improve this answer























            • This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

              – tremor
              Apr 2 at 18:43











            • @tremor I'd love to see that documented. I spent weeks looking for a solution.

              – Tim Brigham
              Apr 2 at 22:10











            • I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

              – tremor
              Apr 3 at 17:03











            Your Answer








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            2 Answers
            2






            active

            oldest

            votes








            2 Answers
            2






            active

            oldest

            votes









            active

            oldest

            votes






            active

            oldest

            votes









            1














            The more accepted method to do this is to use Application Request Routing (ARR) - but this requires setting up an additional AD FS (Active Directory Federation Services) Server.



            I was recently looking to do the same as you for an instance of Kibana, and happened to find this help blog: https://www.smbadmin.com/2017/07/securing-kibana-with-iis-reverse-proxy.html



            As links are not considered a good answer on stack, I'll summarize:



            1. Install IIS with Web Server role along with URL Authorization, Windows Authentication, and Management Tools.

            2. Configure the IIS Reverse Proxy with the URL Rewrite module. This can require some tinkering, depending on the nature of the website/web app on the backend, and in some cases it can completely fail (more about that later).

            3. Setup SSL (Optional) - The proxy accepts traffic coming in via https - and the backend can use http because it is a private connection. A good way of securing sites/apps that aren't SSL enabled.

            4. Setup Authentication - using the Authentication module for the IIS website, disable anonymous and enable preferred method, in my case "Windows Authentication".

            5. Setup Authorization Rules - Delete the allow all default rule and add an allow rule for the AD users or groups that should have access.

            So, this worked great for my Kibana installation, so I decided to deploy it for Jenkins and a number of other websites and web applications, with some tweaks I got most working.



            However, caveat - some sites I tried this with, just would not take - Confluence for example, the authorization popup would continually come up on every page refresh. Another obscure, custom web app that is closed source, used some poor web development practices that could continually cause 500 and bad redirects.



            I may try setting up ARR in the future to see if that works better in these instances, but ARR is outside the scope of your original question.






            share|improve this answer



























              1














              The more accepted method to do this is to use Application Request Routing (ARR) - but this requires setting up an additional AD FS (Active Directory Federation Services) Server.



              I was recently looking to do the same as you for an instance of Kibana, and happened to find this help blog: https://www.smbadmin.com/2017/07/securing-kibana-with-iis-reverse-proxy.html



              As links are not considered a good answer on stack, I'll summarize:



              1. Install IIS with Web Server role along with URL Authorization, Windows Authentication, and Management Tools.

              2. Configure the IIS Reverse Proxy with the URL Rewrite module. This can require some tinkering, depending on the nature of the website/web app on the backend, and in some cases it can completely fail (more about that later).

              3. Setup SSL (Optional) - The proxy accepts traffic coming in via https - and the backend can use http because it is a private connection. A good way of securing sites/apps that aren't SSL enabled.

              4. Setup Authentication - using the Authentication module for the IIS website, disable anonymous and enable preferred method, in my case "Windows Authentication".

              5. Setup Authorization Rules - Delete the allow all default rule and add an allow rule for the AD users or groups that should have access.

              So, this worked great for my Kibana installation, so I decided to deploy it for Jenkins and a number of other websites and web applications, with some tweaks I got most working.



              However, caveat - some sites I tried this with, just would not take - Confluence for example, the authorization popup would continually come up on every page refresh. Another obscure, custom web app that is closed source, used some poor web development practices that could continually cause 500 and bad redirects.



              I may try setting up ARR in the future to see if that works better in these instances, but ARR is outside the scope of your original question.






              share|improve this answer

























                1












                1








                1







                The more accepted method to do this is to use Application Request Routing (ARR) - but this requires setting up an additional AD FS (Active Directory Federation Services) Server.



                I was recently looking to do the same as you for an instance of Kibana, and happened to find this help blog: https://www.smbadmin.com/2017/07/securing-kibana-with-iis-reverse-proxy.html



                As links are not considered a good answer on stack, I'll summarize:



                1. Install IIS with Web Server role along with URL Authorization, Windows Authentication, and Management Tools.

                2. Configure the IIS Reverse Proxy with the URL Rewrite module. This can require some tinkering, depending on the nature of the website/web app on the backend, and in some cases it can completely fail (more about that later).

                3. Setup SSL (Optional) - The proxy accepts traffic coming in via https - and the backend can use http because it is a private connection. A good way of securing sites/apps that aren't SSL enabled.

                4. Setup Authentication - using the Authentication module for the IIS website, disable anonymous and enable preferred method, in my case "Windows Authentication".

                5. Setup Authorization Rules - Delete the allow all default rule and add an allow rule for the AD users or groups that should have access.

                So, this worked great for my Kibana installation, so I decided to deploy it for Jenkins and a number of other websites and web applications, with some tweaks I got most working.



                However, caveat - some sites I tried this with, just would not take - Confluence for example, the authorization popup would continually come up on every page refresh. Another obscure, custom web app that is closed source, used some poor web development practices that could continually cause 500 and bad redirects.



                I may try setting up ARR in the future to see if that works better in these instances, but ARR is outside the scope of your original question.






                share|improve this answer













                The more accepted method to do this is to use Application Request Routing (ARR) - but this requires setting up an additional AD FS (Active Directory Federation Services) Server.



                I was recently looking to do the same as you for an instance of Kibana, and happened to find this help blog: https://www.smbadmin.com/2017/07/securing-kibana-with-iis-reverse-proxy.html



                As links are not considered a good answer on stack, I'll summarize:



                1. Install IIS with Web Server role along with URL Authorization, Windows Authentication, and Management Tools.

                2. Configure the IIS Reverse Proxy with the URL Rewrite module. This can require some tinkering, depending on the nature of the website/web app on the backend, and in some cases it can completely fail (more about that later).

                3. Setup SSL (Optional) - The proxy accepts traffic coming in via https - and the backend can use http because it is a private connection. A good way of securing sites/apps that aren't SSL enabled.

                4. Setup Authentication - using the Authentication module for the IIS website, disable anonymous and enable preferred method, in my case "Windows Authentication".

                5. Setup Authorization Rules - Delete the allow all default rule and add an allow rule for the AD users or groups that should have access.

                So, this worked great for my Kibana installation, so I decided to deploy it for Jenkins and a number of other websites and web applications, with some tweaks I got most working.



                However, caveat - some sites I tried this with, just would not take - Confluence for example, the authorization popup would continually come up on every page refresh. Another obscure, custom web app that is closed source, used some poor web development practices that could continually cause 500 and bad redirects.



                I may try setting up ARR in the future to see if that works better in these instances, but ARR is outside the scope of your original question.







                share|improve this answer












                share|improve this answer



                share|improve this answer










                answered Apr 3 at 17:02









                tremortremor

                1339




                1339























                    -1














                    Doesn't appear to be natively supported in IIS.






                    share|improve this answer























                    • This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

                      – tremor
                      Apr 2 at 18:43











                    • @tremor I'd love to see that documented. I spent weeks looking for a solution.

                      – Tim Brigham
                      Apr 2 at 22:10











                    • I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

                      – tremor
                      Apr 3 at 17:03















                    -1














                    Doesn't appear to be natively supported in IIS.






                    share|improve this answer























                    • This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

                      – tremor
                      Apr 2 at 18:43











                    • @tremor I'd love to see that documented. I spent weeks looking for a solution.

                      – Tim Brigham
                      Apr 2 at 22:10











                    • I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

                      – tremor
                      Apr 3 at 17:03













                    -1












                    -1








                    -1







                    Doesn't appear to be natively supported in IIS.






                    share|improve this answer













                    Doesn't appear to be natively supported in IIS.







                    share|improve this answer












                    share|improve this answer



                    share|improve this answer










                    answered Nov 7 '18 at 19:31









                    Tim BrighamTim Brigham

                    13.4k75098




                    13.4k75098












                    • This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

                      – tremor
                      Apr 2 at 18:43











                    • @tremor I'd love to see that documented. I spent weeks looking for a solution.

                      – Tim Brigham
                      Apr 2 at 22:10











                    • I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

                      – tremor
                      Apr 3 at 17:03

















                    • This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

                      – tremor
                      Apr 2 at 18:43











                    • @tremor I'd love to see that documented. I spent weeks looking for a solution.

                      – Tim Brigham
                      Apr 2 at 22:10











                    • I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

                      – tremor
                      Apr 3 at 17:03
















                    This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

                    – tremor
                    Apr 2 at 18:43





                    This IS supported in IIS since IIS 7, add basic, digest, or windows authentication using NTML or Kerberos to the reverse proxy in IIS before allowing the user to passthru to the site.

                    – tremor
                    Apr 2 at 18:43













                    @tremor I'd love to see that documented. I spent weeks looking for a solution.

                    – Tim Brigham
                    Apr 2 at 22:10





                    @tremor I'd love to see that documented. I spent weeks looking for a solution.

                    – Tim Brigham
                    Apr 2 at 22:10













                    I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

                    – tremor
                    Apr 3 at 17:03





                    I've posted what I've done and the resource I used as an answer. I have this working in about 4/5 instances - some backend sites/apps just aren't compatible - but that's the apps fault and not the IIS reverse proxy with authentication.

                    – tremor
                    Apr 3 at 17:03

















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