new error throw and improvement

apps/sim/app/api/auth/oauth/token/route.ts

@@ -129,8 +129,12 @@ export async function POST(request: NextRequest) {
         { status: 200 }
       )
     } catch (error) {
-      logger.error(`[${requestId}] Failed to refresh access token:`, error)
-      return NextResponse.json({ error: 'Failed to refresh access token' }, { status: 401 })
+      const errorMessage = error instanceof Error ? error.message : 'Failed to refresh access token'
+      logger.error(`[${requestId}] Failed to refresh access token:`, {
+        error: errorMessage,
+        stack: error instanceof Error ? error.stack : undefined,
+      })
+      return NextResponse.json({ error: errorMessage }, { status: 401 })
     }
   } catch (error) {
     logger.error(`[${requestId}] Error getting access token`, error)
@@ -207,8 +211,13 @@ export async function GET(request: NextRequest) {
         },
         { status: 200 }
       )
-    } catch (_error) {
-      return NextResponse.json({ error: 'Failed to refresh access token' }, { status: 401 })
+    } catch (error) {
+      const errorMessage = error instanceof Error ? error.message : 'Failed to refresh access token'
+      logger.error(`[${requestId}] Failed to refresh access token:`, {
+        error: errorMessage,
+        stack: error instanceof Error ? error.stack : undefined,
+      })
+      return NextResponse.json({ error: errorMessage }, { status: 401 })
     }
   } catch (error) {
     logger.error(`[${requestId}] Error fetching access token`, error)

apps/sim/app/api/auth/oauth/utils.ts

@@ -135,11 +135,14 @@ export async function getOAuthToken(userId: string, providerId: string): Promise
       const refreshResult = await refreshOAuthToken(providerId, credential.refreshToken!)
 
       if (!refreshResult) {
-        logger.error(`Failed to refresh token for user ${userId}, provider ${providerId}`, {
-          providerId,
-          userId,
-          hasRefreshToken: !!credential.refreshToken,
-        })
+        logger.error(
+          `Failed to refresh token for user ${userId}, provider ${providerId} - no result returned`,
+          {
+            providerId,
+            userId,
+            hasRefreshToken: !!credential.refreshToken,
+          }
+        )
         return null
       }
 
@@ -170,7 +173,7 @@ export async function getOAuthToken(userId: string, providerId: string): Promise
         providerId,
         userId,
       })
-      return null
+      throw error
     }
   }
 
@@ -221,12 +224,15 @@ export async function refreshAccessTokenIfNeeded(
       )
 
       if (!refreshedToken) {
-        logger.error(`[${requestId}] Failed to refresh token for credential: ${credentialId}`, {
-          credentialId,
-          providerId: credential.providerId,
-          userId: credential.userId,
-          hasRefreshToken: !!credential.refreshToken,
-        })
+        logger.error(
+          `[${requestId}] Failed to refresh token for credential: ${credentialId} - no result returned`,
+          {
+            credentialId,
+            providerId: credential.providerId,
+            userId: credential.userId,
+            hasRefreshToken: !!credential.refreshToken,
+          }
+        )
         return null
       }
 
@@ -249,6 +255,7 @@ export async function refreshAccessTokenIfNeeded(
       logger.info(`[${requestId}] Successfully refreshed access token for credential`)
       return refreshedToken.accessToken
     } catch (error) {
+      // Re-throw the error to propagate detailed error messages (e.g., session expiry instructions)
       logger.error(`[${requestId}] Error refreshing token for credential`, {
         error: error instanceof Error ? error.message : String(error),
         stack: error instanceof Error ? error.stack : undefined,
@@ -256,7 +263,7 @@ export async function refreshAccessTokenIfNeeded(
         credentialId,
         userId: credential.userId,
       })
-      return null
+      throw error
     }
   } else if (!accessToken) {
     // We have no access token and either no refresh token or not eligible to refresh
@@ -292,8 +299,8 @@ export async function refreshTokenIfNeeded(
     const refreshResult = await refreshOAuthToken(credential.providerId, credential.refreshToken!)
 
     if (!refreshResult) {
-      logger.error(`[${requestId}] Failed to refresh token for credential`)
-      throw new Error('Failed to refresh token')
+      logger.error(`[${requestId}] Failed to refresh token for credential - no result returned`)
+      throw new Error('Failed to refresh token: no result returned from provider')
     }
 
     const { accessToken: refreshedToken, expiresIn, refreshToken: newRefreshToken } = refreshResult

apps/sim/blocks/blocks/google_vault.ts

@@ -159,6 +159,90 @@ Return ONLY the hold name - no explanations, no quotes, no extra text.`,
       placeholder: 'Org Unit ID (alternative to emails)',
       condition: { field: 'operation', value: ['create_matters_holds', 'create_matters_export'] },
     },
+    // Date filtering for exports and holds (holds only support MAIL and GROUPS corpus)
+    {
+      id: 'startTime',
+      title: 'Start Time',
+      type: 'short-input',
+      placeholder: 'YYYY-MM-DDTHH:mm:ssZ',
+      condition: { field: 'operation', value: ['create_matters_export', 'create_matters_holds'] },
+      wandConfig: {
+        enabled: true,
+        prompt: `Generate an ISO 8601 timestamp in GMT based on the user's description for Google Vault date filtering.
+The timestamp should be in the format: YYYY-MM-DDTHH:mm:ssZ (UTC timezone).
+Note: Google Vault rounds times to 12 AM on the specified date.
+Examples:
+- "yesterday" -> Calculate yesterday's date at 00:00:00Z
+- "last week" -> Calculate 7 days ago at 00:00:00Z
+- "beginning of this month" -> Calculate the 1st of current month at 00:00:00Z
+- "January 1, 2024" -> 2024-01-01T00:00:00Z
+
+Return ONLY the timestamp string - no explanations, no quotes, no extra text.`,
+        placeholder: 'Describe the start date (e.g., "last month", "January 1, 2024")...',
+        generationType: 'timestamp',
+      },
+    },
+    {
+      id: 'endTime',
+      title: 'End Time',
+      type: 'short-input',
+      placeholder: 'YYYY-MM-DDTHH:mm:ssZ',
+      condition: { field: 'operation', value: ['create_matters_export', 'create_matters_holds'] },
+      wandConfig: {
+        enabled: true,
+        prompt: `Generate an ISO 8601 timestamp in GMT based on the user's description for Google Vault date filtering.
+The timestamp should be in the format: YYYY-MM-DDTHH:mm:ssZ (UTC timezone).
+Note: Google Vault rounds times to 12 AM on the specified date.
+Examples:
+- "now" -> Current timestamp
+- "today" -> Today's date at 23:59:59Z
+- "end of last month" -> Last day of previous month at 23:59:59Z
+- "December 31, 2024" -> 2024-12-31T23:59:59Z
+
+Return ONLY the timestamp string - no explanations, no quotes, no extra text.`,
+        placeholder: 'Describe the end date (e.g., "today", "end of last quarter")...',
+        generationType: 'timestamp',
+      },
+    },
+    {
+      id: 'terms',
+      title: 'Search Terms',
+      type: 'long-input',
+      placeholder: 'Enter search query (e.g., from:user@example.com subject:confidential)',
+      condition: { field: 'operation', value: ['create_matters_export', 'create_matters_holds'] },
+      wandConfig: {
+        enabled: true,
+        prompt: `Generate a Google Vault search query based on the user's description.
+The query can use Gmail-style search operators for MAIL corpus:
+- from:user@example.com - emails from specific sender
+- to:user@example.com - emails to specific recipient  
+- subject:keyword - emails with keyword in subject
+- has:attachment - emails with attachments
+- filename:pdf - emails with PDF attachments
+- before:YYYY/MM/DD - emails before date
+- after:YYYY/MM/DD - emails after date
+
+For DRIVE corpus, use Drive search operators:
+- owner:user@example.com - files owned by user
+- type:document - specific file types
+
+For holds, date filtering only works with MAIL and GROUPS corpus.
+
+Return ONLY the search query - no explanations, no quotes, no extra text.`,
+        placeholder: 'Describe what content to search for...',
+      },
+    },
+    // Drive-specific option for holds
+    {
+      id: 'includeSharedDrives',
+      title: 'Include Shared Drives',
+      type: 'switch',
+      condition: {
+        field: 'operation',
+        value: 'create_matters_holds',
+        and: { field: 'corpus', value: 'DRIVE' },
+      },
+    },
     {
       id: 'exportId',
       title: 'Export ID',
@@ -296,9 +380,16 @@ Return ONLY the description text - no explanations, no quotes, no extra text.`,
     corpus: { type: 'string', description: 'Data corpus (MAIL, DRIVE, GROUPS, etc.)' },
     accountEmails: { type: 'string', description: 'Comma-separated account emails' },
     orgUnitId: { type: 'string', description: 'Organization unit ID' },
+    startTime: { type: 'string', description: 'Start time for date filtering (ISO 8601 format)' },
+    endTime: { type: 'string', description: 'End time for date filtering (ISO 8601 format)' },
+    terms: { type: 'string', description: 'Search query terms' },
 
     // Create hold inputs
     holdName: { type: 'string', description: 'Name for the hold' },
+    includeSharedDrives: {
+      type: 'boolean',
+      description: 'Include files in shared drives (for DRIVE corpus holds)',
+    },
 
     // Download export file inputs
     bucketName: { type: 'string', description: 'GCS bucket name from export' },

apps/sim/lib/oauth/oauth.ts

@@ -1171,7 +1171,7 @@ export async function refreshOAuthToken(
 
     if (!response.ok) {
       const errorText = await response.text()
-      let errorData = errorText
+      let errorData: any = errorText
 
       try {
         errorData = JSON.parse(errorText)
@@ -1191,6 +1191,29 @@ export async function refreshOAuthToken(
         hasRefreshToken: !!refreshToken,
         refreshTokenPrefix: refreshToken ? `${refreshToken.substring(0, 10)}...` : 'none',
       })
+
+      // Check for Google Workspace session control errors (RAPT - Reauthentication Policy Token)
+      // This occurs when the organization enforces periodic re-authentication
+      if (
+        typeof errorData === 'object' &&
+        (errorData.error_subtype === 'invalid_rapt' ||
+          errorData.error_description?.includes('reauth related error'))
+      ) {
+        throw new Error(
+          `Session expired due to organization security policy. Please reconnect your ${providerId} account to continue. Alternatively, ask your Google Workspace admin to exempt this app from session control: Admin Console → Security → Google Cloud session control → "Exempt trusted apps".`
+        )
+      }
+
+      if (
+        typeof errorData === 'object' &&
+        errorData.error === 'invalid_grant' &&
+        !errorData.error_subtype
+      ) {
+        throw new Error(
+          `Access has been revoked or the refresh token is no longer valid. Please reconnect your ${providerId} account.`
+        )
+      }
+
       throw new Error(`Failed to refresh token: ${response.status} ${errorText}`)
     }
 
@@ -1224,6 +1247,8 @@ export async function refreshOAuthToken(
     }
   } catch (error) {
     logger.error('Error refreshing token:', { error })
-    return null
+    // Re-throw specific errors so they propagate with their detailed messages
+    // Only return null for truly unexpected errors without useful messages
+    throw error
   }
 }

apps/sim/tools/google_vault/create_matters_export.ts

@@ -36,6 +36,24 @@ export const createMattersExportTool: ToolConfig<GoogleVaultCreateMattersExportP
       visibility: 'user-only',
       description: 'Organization unit ID to scope export (alternative to emails)',
     },
+    startTime: {
+      type: 'string',
+      required: false,
+      visibility: 'user-only',
+      description: 'Start time for date filtering (ISO 8601 format, e.g., 2024-01-01T00:00:00Z)',
+    },
+    endTime: {
+      type: 'string',
+      required: false,
+      visibility: 'user-only',
+      description: 'End time for date filtering (ISO 8601 format, e.g., 2024-12-31T23:59:59Z)',
+    },
+    terms: {
+      type: 'string',
+      required: false,
+      visibility: 'user-only',
+      description: 'Search query terms to filter exported content',
+    },
   },
 
   request: {
@@ -75,7 +93,6 @@ export const createMattersExportTool: ToolConfig<GoogleVaultCreateMattersExportP
         terms: params.terms || undefined,
         startTime: params.startTime || undefined,
         endTime: params.endTime || undefined,
-        timeZone: params.timeZone || undefined,
         ...scope,
       }
 

apps/sim/tools/google_vault/create_matters_holds.ts

@@ -36,6 +36,32 @@ export const createMattersHoldsTool: ToolConfig<GoogleVaultCreateMattersHoldsPar
       visibility: 'user-only',
       description: 'Organization unit ID to put on hold (alternative to accounts)',
     },
+    // Query parameters for MAIL and GROUPS corpus (date filtering)
+    terms: {
+      type: 'string',
+      required: false,
+      visibility: 'user-only',
+      description: 'Search terms to filter held content (for MAIL and GROUPS corpus)',
+    },
+    startTime: {
+      type: 'string',
+      required: false,
+      visibility: 'user-only',
+      description: 'Start time for date filtering (ISO 8601 format, for MAIL and GROUPS corpus)',
+    },
+    endTime: {
+      type: 'string',
+      required: false,
+      visibility: 'user-only',
+      description: 'End time for date filtering (ISO 8601 format, for MAIL and GROUPS corpus)',
+    },
+    // Drive-specific option
+    includeSharedDrives: {
+      type: 'boolean',
+      required: false,
+      visibility: 'user-only',
+      description: 'Include files in shared drives (for DRIVE corpus)',
+    },
   },
 
   request: {
@@ -72,6 +98,25 @@ export const createMattersHoldsTool: ToolConfig<GoogleVaultCreateMattersHoldsPar
         body.orgUnit = { orgUnitId: params.orgUnitId }
       }
 
+      // Build corpus-specific query for date filtering
+      if (params.corpus === 'MAIL' || params.corpus === 'GROUPS') {
+        const hasQueryParams = params.terms || params.startTime || params.endTime
+        if (hasQueryParams) {
+          const queryObj: any = {}
+          if (params.terms) queryObj.terms = params.terms
+          if (params.startTime) queryObj.startTime = params.startTime
+          if (params.endTime) queryObj.endTime = params.endTime
+
+          if (params.corpus === 'MAIL') {
+            body.query = { mailQuery: queryObj }
+          } else {
+            body.query = { groupsQuery: queryObj }
+          }
+        }
+      } else if (params.corpus === 'DRIVE' && params.includeSharedDrives) {
+        body.query = { driveQuery: { includeSharedDriveFiles: params.includeSharedDrives } }
+      }
+
       return body
     },
   },

apps/sim/tools/google_vault/types.ts

@@ -14,7 +14,6 @@ export interface GoogleVaultCreateMattersExportParams extends GoogleVaultCommonP
   terms?: string
   startTime?: string
   endTime?: string
-  timeZone?: string
   includeSharedDrives?: boolean
 }
 
@@ -39,6 +38,12 @@ export interface GoogleVaultCreateMattersHoldsParams extends GoogleVaultCommonPa
   corpus: GoogleVaultCorpus
   accountEmails?: string // Comma-separated list or array handled in the tool
   orgUnitId?: string
+  // Query parameters for MAIL and GROUPS corpus (date filtering)
+  terms?: string
+  startTime?: string
+  endTime?: string
+  // Drive-specific option
+  includeSharedDrives?: boolean
 }
 
 export interface GoogleVaultListMattersHoldsParams extends GoogleVaultCommonParams {