I use a simple ASP.NET MVC web (the template you use when you create a new site) and the web works as expected in my live environment.

I now try to use IIS Application Request Routing version 2. I have a rule that send all reuqests to a different server that match a rule.

The settings are a bit like this: http://blogs.iis.net/wonyoo/archive/2008/07/09/application-request-routing-arr-as-a-reverse-proxy.aspx

My rule is just a bit different it is /shop(.*). Only requests that contain shop are send to a different server. I have to use rewrite, not redirect (The same as in the Picture)

This works as long as the web the original requests go to is no ASP.NET MVC web. I tried to use a plain htm file in the webfolder and it worked. If put a compiled ASP.NET application into the webfolder it worked. But as soon as I put an ASP.NET MVC web into the folder, request arr served by this application.

My understanding is that the ARR should kick in before the web application gets the chance to handle the request. Did anybody use ARR sucessfully as a reverse proxy for a ASP.NET MVC web?

EDIT

Here is the resulting web config when the rewrite roule is entered. With this rule I get a 404 that indicates that the rule is not used.

<?xml version="1.0" encoding="UTF-8"?>

<configuration>

  <configSections>
    <sectionGroup name="system.web.extensions" type="System.Web.Configuration.SystemWebExtensionsSectionGroup, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35">
      <sectionGroup name="scripting" type="System.Web.Configuration.ScriptingSectionGroup, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35">
        <section name="scriptResourceHandler" type="System.Web.Configuration.ScriptingScriptResourceHandlerSection, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" requirePermission="false" allowDefinition="MachineToApplication" />
        <sectionGroup name="webServices" type="System.Web.Configuration.ScriptingWebServicesSectionGroup, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35">
          <section name="jsonSerialization" type="System.Web.Configuration.ScriptingJsonSerializationSection, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" requirePermission="false" allowDefinition="Everywhere" />
          <section name="profileService" type="System.Web.Configuration.ScriptingProfileServiceSection, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" requirePermission="false" allowDefinition="MachineToApplication" />
          <section name="authenticationService" type="System.Web.Configuration.ScriptingAuthenticationServiceSection, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" requirePermission="false" allowDefinition="MachineToApplication" />
          <section name="roleService" type="System.Web.Configuration.ScriptingRoleServiceSection, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" requirePermission="false" allowDefinition="MachineToApplication" />
        </sectionGroup>
      </sectionGroup>
    </sectionGroup>
  </configSections>

  <appSettings />

  <connectionStrings>
    <add name="ApplicationServices" connectionString="data source=.\SQLEXPRESS;Integrated Security=SSPI;AttachDBFilename=|DataDirectory|aspnetdb.mdf;User Instance=true" providerName="System.Data.SqlClient" />
  </connectionStrings>

  <system.web>

    <!-- 
            Set compilation debug="true" to insert debugging 
            symbols into the compiled page. Because this 
            affects performance, set this value to true only 
            during development.
    -->
    <compilation debug="false">
      <assemblies>
        <add assembly="System.Core, Version=3.5.0.0, Culture=neutral, PublicKeyToken=B77A5C561934E089" />
        <add assembly="System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
        <add assembly="System.Web.Abstractions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
        <add assembly="System.Web.Routing, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
        <add assembly="System.Web.Mvc, Version=1.0.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
        <add assembly="System.Data.DataSetExtensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=B77A5C561934E089" />
        <add assembly="System.Xml.Linq, Version=3.5.0.0, Culture=neutral, PublicKeyToken=B77A5C561934E089" />
        <add assembly="System.Data.Linq, Version=3.5.0.0, Culture=neutral, PublicKeyToken=B77A5C561934E089" />
      </assemblies>
    </compilation>

    <!--
            The <authentication> section enables configuration 
            of the security authentication mode used by 
            ASP.NET to identify an incoming user. 
    -->
    <authentication mode="Forms">
      <forms loginUrl="~/Account/LogOn" timeout="2880" />
    </authentication>

    <membership>
      <providers>
        <clear />
        <add name="AspNetSqlMembershipProvider" type="System.Web.Security.SqlMembershipProvider, System.Web, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b03f5f7f11d50a3a" connectionStringName="ApplicationServices" enablePasswordRetrieval="false" enablePasswordReset="true" requiresQuestionAndAnswer="false" requiresUniqueEmail="false" passwordFormat="Hashed" maxInvalidPasswordAttempts="5" minRequiredPasswordLength="6" minRequiredNonalphanumericCharacters="0" passwordAttemptWindow="10" passwordStrengthRegularExpression="" applicationName="/" />
      </providers>
    </membership>

    <profile>
      <providers>
        <clear />
        <add name="AspNetSqlProfileProvider" type="System.Web.Profile.SqlProfileProvider, System.Web, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b03f5f7f11d50a3a" connectionStringName="ApplicationServices" applicationName="/" />
      </providers>
    </profile>

    <roleManager enabled="false">
      <providers>
        <clear />
        <add connectionStringName="ApplicationServices" applicationName="/" name="AspNetSqlRoleProvider" type="System.Web.Security.SqlRoleProvider, System.Web, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b03f5f7f11d50a3a" />
        <add applicationName="/" name="AspNetWindowsTokenRoleProvider" type="System.Web.Security.WindowsTokenRoleProvider, System.Web, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b03f5f7f11d50a3a" />
      </providers>
    </roleManager>

    <!--
            The <customErrors> section enables configuration 
            of what to do if/when an unhandled error occurs 
            during the execution of a request. Specifically, 
            it enables developers to configure html error pages 
            to be displayed in place of a error stack trace.

        <customErrors mode="RemoteOnly" defaultRedirect="GenericErrorPage.htm">
            <error statusCode="403" redirect="NoAccess.htm" />
            <error statusCode="404" redirect="FileNotFound.htm" />
        </customErrors>
    -->

    <pages>
      <controls>
        <add tagPrefix="asp" namespace="System.Web.UI" assembly="System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
        <add tagPrefix="asp" namespace="System.Web.UI.WebControls" assembly="System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      </controls>

      <namespaces>
        <add namespace="System.Web.Mvc" />
        <add namespace="System.Web.Mvc.Ajax" />
        <add namespace="System.Web.Mvc.Html" />
        <add namespace="System.Web.Routing" />
        <add namespace="System.Linq" />
        <add namespace="System.Collections.Generic" />
      </namespaces>
    </pages>

    <httpHandlers>
      <remove verb="*" path="*.asmx" />
      <add verb="*" path="*.asmx" validate="false" type="System.Web.Script.Services.ScriptHandlerFactory, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add verb="*" path="*_AppService.axd" validate="false" type="System.Web.Script.Services.ScriptHandlerFactory, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add verb="GET,HEAD" path="ScriptResource.axd" type="System.Web.Handlers.ScriptResourceHandler, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" validate="false" />
      <add verb="*" path="*.mvc" validate="false" type="System.Web.Mvc.MvcHttpHandler, System.Web.Mvc, Version=1.0.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
    </httpHandlers>
    <httpModules>
      <add name="ScriptModule" type="System.Web.Handlers.ScriptModule, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add name="UrlRoutingModule" type="System.Web.Routing.UrlRoutingModule, System.Web.Routing, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
    </httpModules>
  </system.web>
  <system.codedom>
    <compilers>
      <compiler language="c#;cs;csharp" extension=".cs" warningLevel="4" type="Microsoft.CSharp.CSharpCodeProvider, System, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b77a5c561934e089">
        <providerOption name="CompilerVersion" value="v3.5" />
        <providerOption name="WarnAsError" value="false" />
      </compiler>
      <compiler language="vb;vbs;visualbasic;vbscript" extension=".vb" warningLevel="4" type="Microsoft.VisualBasic.VBCodeProvider, System, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b77a5c561934e089">
        <providerOption name="CompilerVersion" value="v3.5" />
        <providerOption name="OptionInfer" value="true" />
        <providerOption name="WarnAsError" value="false" />
      </compiler>
    </compilers>
  </system.codedom>
  <system.web.extensions />
  <!-- 
        The system.webServer section is required for running ASP.NET AJAX under Internet
        Information Services 7.0.  It is not necessary for previous version of IIS.
  -->
  <system.webServer>
        <rewrite>
            <rules>
                <rule name="shop" stopProcessing="true">
                    <match url="^shop/([_0-9a-z-.]+)" />
                    <action type="Rewrite" url="article.aspx?title={R:1}" logRewrittenUrl="true" />
                </rule>
            </rules>
        </rewrite>
    <validation validateIntegratedModeConfiguration="false" />
    <modules runAllManagedModulesForAllRequests="true">
      <remove name="ScriptModule" />
      <remove name="UrlRoutingModule" />
      <add name="ScriptModule" preCondition="managedHandler" type="System.Web.Handlers.ScriptModule, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add name="UrlRoutingModule" type="System.Web.Routing.UrlRoutingModule, System.Web.Routing, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
    </modules>
    <handlers>
      <remove name="WebServiceHandlerFactory-Integrated" />
      <remove name="ScriptHandlerFactory" />
      <remove name="ScriptHandlerFactoryAppServices" />
      <remove name="ScriptResource" />
      <remove name="MvcHttpHandler" />
      <remove name="UrlRoutingHandler" />
      <add name="ScriptHandlerFactory" verb="*" path="*.asmx" preCondition="integratedMode" type="System.Web.Script.Services.ScriptHandlerFactory, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add name="ScriptHandlerFactoryAppServices" verb="*" path="*_AppService.axd" preCondition="integratedMode" type="System.Web.Script.Services.ScriptHandlerFactory, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add name="ScriptResource" preCondition="integratedMode" verb="GET,HEAD" path="ScriptResource.axd" type="System.Web.Handlers.ScriptResourceHandler, System.Web.Extensions, Version=3.5.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add name="MvcHttpHandler" preCondition="integratedMode" verb="*" path="*.mvc" type="System.Web.Mvc.MvcHttpHandler, System.Web.Mvc, Version=1.0.0.0, Culture=neutral, PublicKeyToken=31BF3856AD364E35" />
      <add name="UrlRoutingHandler" preCondition="integratedMode" verb="*" path="UrlRouting.axd" type="System.Web.HttpForbiddenHandler, System.Web, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b03f5f7f11d50a3a" />
    </handlers>
  </system.webServer>
</configuration>