Add support for LDAPTLS_CACERTDIR \ TrustedCertificateDirectory

src/libraries/Common/src/Interop/Interop.Ldap.cs

@@ -157,6 +157,8 @@ internal enum LdapOption
         LDAP_OPT_ROOTDSE_CACHE = 0x9a, // Not Supported in Linux
         LDAP_OPT_DEBUG_LEVEL = 0x5001,
         LDAP_OPT_URI = 0x5006, // Not Supported in Windows
+        LDAP_OPT_X_TLS_CACERTDIR = 0x6003, // Not Supported in Windows
+        LDAP_OPT_X_TLS_NEWCTX = 0x600F, // Not Supported in Windows
         LDAP_OPT_X_SASL_REALM = 0x6101,
         LDAP_OPT_X_SASL_AUTHCID = 0x6102,
         LDAP_OPT_X_SASL_AUTHZID = 0x6103

src/libraries/Common/tests/System/DirectoryServices/LDAP.Configuration.xml

@@ -1,25 +1,17 @@
 <Configuration>
     <CommentThatAllowsDoubleHyphens>
-To enable the tests marked with [ConditionalFact(nameof(IsLdapConfigurationExist))], you need to setup an LDAP server and provide the needed server info here.
+To enable the tests marked with [ConditionalFact(nameof(IsLdapConfigurationExist))], you need to setup an LDAP server as described below and set the environment variable LDAP_TEST_SERVER_INDEX to the appropriate offset into the XML section found at the end of this file.
 
 To ship, we should test on both an Active Directory LDAP server, and at least one other server, as behaviors are a little different. However for local testing, it is easiest to connect to an OpenDJ LDAP server in a docker container (eg., in WSL2).
 
-When testing with later of versions of LDAP, the ldapsearch commands below may need to use
-
-    -H ldap://localhost:<PORT>
-
-instead of
-
-    -h localhost -p <PORT>
-
 OPENDJ SERVER
 =============
 
     docker run -p 1389:1389 -e ROOT_USER_DN='cn=admin,dc=example,dc=com' -e BASE_DN='dc=example,dc=com' -e ROOT_PASSWORD=password  -d openidentityplatform/opendj
 
 test it with this command - it should return some results in WSL2
 
-    ldapsearch -h localhost -p 1389 -D 'cn=admin,dc=example,dc=com' -x -w password
+    ldapsearch -H ldap://localhost:1389 -D 'cn=admin,dc=example,dc=com' -x -w password
 
 this command views the status
 
@@ -32,16 +24,16 @@ SLAPD OPENLDAP SERVER
 
 and to test and view status
 
-    ldapsearch -h localhost -p 390 -D 'cn=admin,dc=example,dc=com' -x -w password
+    ldapsearch -H ldap://localhost:390 -D 'cn=admin,dc=example,dc=com' -x -w password
 
     docker exec -it slapd01 slapcat
 
 SLAPD OPENLDAP SERVER WITH TLS
 ==============================
 
-The osixia/openldap container image automatically creates a TLS lisener with a self-signed certificate. This can be used to test TLS.
+The osixia/openldap container image automatically creates a TLS listener with a self-signed certificate. This can be used to test TLS.
 
-Start the container, with TLS on port 1636, without client certificate verification:
+Start the container, with TLS on port 1636, but without client certificate verification:
 
     docker run --publish 1389:389 --publish 1636:636 --name ldap --hostname ldap.local --detach --rm --env LDAP_TLS_VERIFY_CLIENT=never --env LDAP_ADMIN_PASSWORD=password osixia/openldap --loglevel debug
 
@@ -64,6 +56,8 @@ To test and view the status:
 
     ldapsearch -H ldaps://ldap.local:1636 -b dc=example,dc=org -x -D cn=admin,dc=example,dc=org -w password
 
+use '-d 1' or '-d 2' for debugging.
+
 ACTIVE DIRECTORY
 ================
 
@@ -73,7 +67,7 @@ When running against Active Directory from a Windows client, you should not see
 
 If you are running your AD server as a VM on the same machine that you are running WSL2, you must execute this command on the host to bridge the two Hyper-V networks so that it is visible from WSL2:
 
-        Get-NetIPInterface | where {$_.InterfaceAlias -eq 'vEthernet (WSL)' -or $_.InterfaceAlias -eq 'vEthernet (Default Switch)'} | Set-NetIPInterface -Forwarding Enabled
+    Get-NetIPInterface | where {$_.InterfaceAlias -eq 'vEthernet (WSL)' -or $_.InterfaceAlias -eq 'vEthernet (Default Switch)'} | Set-NetIPInterface -Forwarding Enabled
 
 The WSL2 VM should now be able to see the AD VM by IP address. To make it visible by host name, it's probably easiest to just add it to /etc/hosts.
 
@@ -90,7 +84,7 @@ Note:
     </CommentThatAllowsDoubleHyphens>
 
     <!-- To choose a connection, set an environment variable LDAP_TEST_SERVER_INDEX
-         to the zero-based index, eg., 0, 1, or 2
+         to the zero-based index, eg., 0, 1, 2, or 3.
          If you don't set LDAP_TEST_SERVER_INDEX then tests that require a server
          will skip.
     -->
@@ -113,15 +107,6 @@ Note:
         <AuthenticationTypes>ServerBind,None</AuthenticationTypes>
         <SupportsServerSideSort>False</SupportsServerSideSort>
     </Connection>
-    <Connection Name="ACTIVE DIRECTORY SERVER">
-        <ServerName>danmose-ldap.danmose-domain.com</ServerName>
-        <SearchDN>DC=danmose-domain,DC=com</SearchDN>
-        <Port>389</Port>
-        <User>danmose-domain\Administrator</User>
-        <Password>%TESTPASSWORD%</Password>
-        <AuthenticationTypes>ServerBind,None</AuthenticationTypes>
-        <SupportsServerSideSort>True</SupportsServerSideSort>
-    </Connection>
     <Connection Name="SLAPD OPENLDAP SERVER TLS">
         <ServerName>ldap.local</ServerName>
         <SearchDN>DC=example,DC=org</SearchDN>
@@ -132,5 +117,14 @@ Note:
         <UseTls>true</UseTls>
         <SupportsServerSideSort>False</SupportsServerSideSort>
     </Connection>
+    <Connection Name="ACTIVE DIRECTORY SERVER">
+        <ServerName>danmose-ldap.danmose-domain.com</ServerName>
+        <SearchDN>DC=danmose-domain,DC=com</SearchDN>
+        <Port>389</Port>
+        <User>danmose-domain\Administrator</User>
+        <Password>%TESTPASSWORD%</Password>
+        <AuthenticationTypes>ServerBind,None</AuthenticationTypes>
+        <SupportsServerSideSort>True</SupportsServerSideSort>
+    </Connection>
 
 </Configuration>

src/libraries/System.DirectoryServices.Protocols/ref/System.DirectoryServices.Protocols.cs

@@ -382,6 +382,8 @@ public partial class LdapSessionOptions
         internal LdapSessionOptions() { }
         public bool AutoReconnect { get { throw null; } set { } }
         public string DomainName { get { throw null; } set { } }
+        [System.Runtime.Versioning.UnsupportedOSPlatformAttribute("windows")]
+        public string TrustedCertificatesDirectory { get { throw null; } set { } }
         public string HostName { get { throw null; } set { } }
         public bool HostReachable { get { throw null; } }
         public System.DirectoryServices.Protocols.LocatorFlags LocatorFlag { get { throw null; } set { } }
@@ -402,6 +404,8 @@ internal LdapSessionOptions() { }
         public bool Signing { get { throw null; } set { } }
         public System.DirectoryServices.Protocols.SecurityPackageContextConnectionInformation SslInformation { get { throw null; } }
         public int SspiFlag { get { throw null; } set { } }
+        [System.Runtime.Versioning.UnsupportedOSPlatformAttribute("windows")]
+        public void StartNewTlsSessionContext() { }
         public bool TcpKeepAlive { get { throw null; } set { } }
         public System.DirectoryServices.Protocols.VerifyServerCertificateCallback VerifyServerCertificate { get { throw null; } set { } }
         public void FastConcurrentBind() { }

src/libraries/System.DirectoryServices.Protocols/src/Resources/Strings.resx

@@ -426,4 +426,7 @@
   <data name="ReferralChasingOptionsNotSupported" xml:space="preserve">
     <value>Only ReferralChasingOptions.None and ReferralChasingOptions.All are supported on Linux.</value>
   </data>
+  <data name="DirectoryNotFound" xml:space="preserve">
+    <value>The directory '{0}' does not exist.</value>
+  </data>
 </root>

src/libraries/System.DirectoryServices.Protocols/src/System/DirectoryServices/Protocols/ldap/LdapConnection.cs

@@ -955,13 +955,13 @@ private unsafe Interop.BOOL ProcessClientCertificate(IntPtr ldapHandle, IntPtr C
 
         private void Connect()
         {
-            //Ccurrently ldap does not accept more than one certificate.
+            // Currently ldap does not accept more than one certificate.
             if (ClientCertificates.Count > 1)
             {
                 throw new InvalidOperationException(SR.InvalidClientCertificates);
             }
 
-            // Set the certificate callback routine here if user adds the certifcate to the certificate collection.
+            // Set the certificate callback routine here if user adds the certificate to the certificate collection.
             if (ClientCertificates.Count != 0)
             {
                 int certError = LdapPal.SetClientCertOption(_ldapHandle, LdapOption.LDAP_OPT_CLIENT_CERTIFICATE, _clientCertificateRoutine);

src/libraries/System.DirectoryServices.Protocols/src/System/DirectoryServices/Protocols/ldap/LdapSessionOptions.Linux.cs

@@ -2,6 +2,8 @@
 // The .NET Foundation licenses this file to you under the MIT license.
 
 using System.ComponentModel;
+using System.IO;
+using System.Runtime.Versioning;
 
 namespace System.DirectoryServices.Protocols
 {
@@ -11,6 +13,34 @@ public partial class LdapSessionOptions
 
         private bool _secureSocketLayer;
 
+        /// <summary>
+        /// Specifies the path of the directory containing CA certificates in the PEM format.
+        /// Multiple directories may be specified by separating with a semi-colon.
+        /// </summary>
+        /// <remarks>
+        /// The certificate files are looked up by the CA subject name hash value where that hash can be
+        /// obtained by using, for example, <code>openssl x509 -hash -noout -in CA.crt</code>.
+        /// It is a common practice to have the certificate file be a symbolic link to the actual certificate file
+        /// which can be done by using <code>openssl rehash .</code> or <code>c_rehash .</code> in the directory
+        /// containing the certificate files.
+        /// </remarks>
+        /// <exception cref="DirectoryNotFoundException">The directory not exist.</exception>
+        [UnsupportedOSPlatform("windows")]
+        public string TrustedCertificatesDirectory
+        {
+            get => GetStringValueHelper(LdapOption.LDAP_OPT_X_TLS_CACERTDIR, releasePtr: true);
+
+            set
+            {
+                if (!Directory.Exists(value))
+                {
+                    throw new DirectoryNotFoundException(SR.Format(SR.DirectoryNotFound, value));
+                }
+
+                SetStringOptionHelper(LdapOption.LDAP_OPT_X_TLS_CACERTDIR, value);
+            }
+        }
+
         public bool SecureSocketLayer
         {
             get
@@ -52,6 +82,16 @@ public ReferralChasingOptions ReferralChasing
             }
         }
 
+        /// <summary>
+        /// Create a new TLS library context.
+        /// Calling this is necessary after setting TLS-based options, such as <c>TrustedCertificatesDirectory</c>.
+        /// </summary>
+        [UnsupportedOSPlatform("windows")]
+        public void StartNewTlsSessionContext()
+        {
+            SetIntValueHelper(LdapOption.LDAP_OPT_X_TLS_NEWCTX, 0);
+        }
+
         private bool GetBoolValueHelper(LdapOption option)
         {
             if (_connection._disposed) throw new ObjectDisposedException(GetType().Name);
@@ -71,5 +111,14 @@ private void SetBoolValueHelper(LdapOption option, bool value)
 
             ErrorChecking.CheckAndSetLdapError(error);
         }
+
+        private void SetStringOptionHelper(LdapOption option, string value)
+        {
+            if (_connection._disposed) throw new ObjectDisposedException(GetType().Name);
+
+            int error = LdapPal.SetStringOption(_connection._ldapHandle, option, value);
+
+            ErrorChecking.CheckAndSetLdapError(error);
+        }
     }
 }

src/libraries/System.DirectoryServices.Protocols/src/System/DirectoryServices/Protocols/ldap/LdapSessionOptions.Windows.cs

@@ -10,6 +10,13 @@ public partial class LdapSessionOptions
     {
         private static void PALCertFreeCRLContext(IntPtr certPtr) => Interop.Ldap.CertFreeCRLContext(certPtr);
 
+        [UnsupportedOSPlatform("windows")]
+        public string TrustedCertificatesDirectory
+        {
+            get => throw new PlatformNotSupportedException();
+            set => throw new PlatformNotSupportedException();
+        }
+
         public bool SecureSocketLayer
         {
             get
@@ -24,6 +31,9 @@ public bool SecureSocketLayer
             }
         }
 
+        [UnsupportedOSPlatform("windows")]
+        public void StartNewTlsSessionContext() => throw new PlatformNotSupportedException();
+
         public int ProtocolVersion
         {
             get => GetIntValueHelper(LdapOption.LDAP_OPT_VERSION);

src/libraries/System.DirectoryServices.Protocols/tests/DirectoryServicesProtocolsTests.cs

@@ -2,12 +2,10 @@
 // The .NET Foundation licenses this file to you under the MIT license.
 
 using System.Collections.Generic;
-using System.Diagnostics;
 using System.DirectoryServices.Tests;
 using System.Globalization;
+using System.IO;
 using System.Net;
-using System.Text;
-using System.Threading;
 using Xunit;
 
 namespace System.DirectoryServices.Protocols.Tests
@@ -16,6 +14,7 @@ public partial class DirectoryServicesProtocolsTests
     {
         internal static bool LdapConfigurationExists => LdapConfiguration.Configuration != null;
         internal static bool IsActiveDirectoryServer => LdapConfigurationExists && LdapConfiguration.Configuration.IsActiveDirectoryServer;
+        internal static bool UseTls => LdapConfigurationExists && LdapConfiguration.Configuration.UseTls;
 
         internal static bool IsServerSideSortSupported => LdapConfigurationExists && LdapConfiguration.Configuration.SupportsServerSideSort;
 
@@ -706,6 +705,64 @@ public void TestMultipleServerBind()
             connection.Timeout = new TimeSpan(0, 3, 0);
         }
 
+#if NET
+        [ConditionalFact(nameof(UseTls))]
+        [PlatformSpecific(TestPlatforms.Linux)]
+        public void StartNewTlsSessionContext()
+        {
+            using (var connection = GetConnection(bind: false))
+            {
+                // We use "." as the directory since it must be a valid directory for StartNewTlsSessionContext() + Bind() to be successful even
+                // though there are no client certificates in ".".
+                connection.SessionOptions.TrustedCertificatesDirectory = ".";
+
+                // For a real-world scenario, we would call 'StartTransportLayerSecurity(null)' here which would do the TLS handshake including
+                // providing the client certificate to the server and validating the server certificate. However, this requires additional
+                // setup that we don't have including trusting the server certificate and by specifying "demand" in the setup of the server
+                // via 'LDAP_TLS_VERIFY_CLIENT=demand' to force the TLS handshake to occur.
+
+                connection.SessionOptions.StartNewTlsSessionContext();
+                connection.Bind();
+
+                SearchRequest searchRequest = new (LdapConfiguration.Configuration.SearchDn, "(objectClass=*)", SearchScope.Subtree);
+                _ = (SearchResponse)connection.SendRequest(searchRequest);
+            }
+        }
+
+        [ConditionalFact(nameof(UseTls))]
+        [PlatformSpecific(TestPlatforms.Linux)]
+        public void StartNewTlsSessionContext_ThrowsLdapException()
+        {
+            using (var connection = GetConnection(bind: false))
+            {
+                // Create a new session context without setting TrustedCertificatesDirectory.
+                connection.SessionOptions.StartNewTlsSessionContext();
+                Assert.Throws<PlatformNotSupportedException>(() => connection.Bind());
+            }
+        }
+
+        [ConditionalFact(nameof(LdapConfigurationExists))]
+        [PlatformSpecific(TestPlatforms.Linux)]
+        public void TrustedCertificatesDirectory_ThrowsDirectoryNotFoundException()
+        {
+            using (var connection = GetConnection(bind: false))
+            {
+                Assert.Throws<DirectoryNotFoundException>(() => connection.SessionOptions.TrustedCertificatesDirectory = "nonexistent");
+            }
+        }
+
+        [ConditionalFact(nameof(LdapConfigurationExists))]
+        [PlatformSpecific(TestPlatforms.Windows)]
+        public void StartNewTlsSessionContext_ThrowsPlatformNotSupportedException()
+        {
+            using (var connection = new LdapConnection("server"))
+            {
+                LdapSessionOptions options = connection.SessionOptions;
+                Assert.Throws<PlatformNotSupportedException>(() => options.StartNewTlsSessionContext());
+            }
+        }
+#endif
+
         private void DeleteAttribute(LdapConnection connection, string entryDn, string attributeName)
         {
             string dn = entryDn + "," + LdapConfiguration.Configuration.SearchDn;
@@ -786,24 +843,24 @@ private SearchResultEntry SearchUser(LdapConnection connection, string rootDn, s
             return null;
         }
 
-        private LdapConnection GetConnection(string server)
+        private static LdapConnection GetConnection(string server)
         {
             LdapDirectoryIdentifier directoryIdentifier = new LdapDirectoryIdentifier(server, fullyQualifiedDnsHostName: true, connectionless: false);
 
             return GetConnection(directoryIdentifier);
         }
 
-        private LdapConnection GetConnection()
+        private static LdapConnection GetConnection(bool bind = true)
         {
             LdapDirectoryIdentifier directoryIdentifier = string.IsNullOrEmpty(LdapConfiguration.Configuration.Port) ?
                                         new LdapDirectoryIdentifier(LdapConfiguration.Configuration.ServerName, fullyQualifiedDnsHostName: true, connectionless: false) :
                                         new LdapDirectoryIdentifier(LdapConfiguration.Configuration.ServerName,
                                                                     int.Parse(LdapConfiguration.Configuration.Port, NumberStyles.None, CultureInfo.InvariantCulture),
                                                                     fullyQualifiedDnsHostName: true, connectionless: false);
-            return GetConnection(directoryIdentifier);
+            return GetConnection(directoryIdentifier, bind);
         }
 
-        private static LdapConnection GetConnection(LdapDirectoryIdentifier directoryIdentifier)
+        private static LdapConnection GetConnection(LdapDirectoryIdentifier directoryIdentifier, bool bind = true)
         {
             NetworkCredential credential = new NetworkCredential(LdapConfiguration.Configuration.UserName, LdapConfiguration.Configuration.Password);
 
@@ -816,7 +873,11 @@ private static LdapConnection GetConnection(LdapDirectoryIdentifier directoryIde
             // to LDAP v2, which we do not support, and will return LDAP_PROTOCOL_ERROR
             connection.SessionOptions.ProtocolVersion = 3;
             connection.SessionOptions.SecureSocketLayer = LdapConfiguration.Configuration.UseTls;
-            connection.Bind();
+
+            if (bind)
+            {
+                connection.Bind();
+            }
 
             connection.Timeout = new TimeSpan(0, 3, 0);
             return connection;