Restore proactive OAuth token refresh for Desktop mode

cmd/docker-mcp/secret-management/secret/secretsengine.go

@@ -16,9 +16,10 @@ import (
 var ErrSecretNotFound = errors.New("secret not found")
 
 type Envelope struct {
-	ID       string `json:"id"`
-	Value    []byte `json:"value"`
-	Provider string `json:"provider"`
+	ID       string            `json:"id"`
+	Value    []byte            `json:"value"`
+	Provider string            `json:"provider"`
+	Metadata map[string]string `json:"metadata,omitempty"`
 }
 
 func socketPath() string {

pkg/gateway/run.go

@@ -343,23 +343,22 @@ func (g *Gateway) Run(ctx context.Context) error {
 			log.Log("- Starting OAuth notification monitor")
 			monitor := oauth.NewNotificationMonitor()
 			monitor.OnOAuthEvent = func(event oauth.Event) {
-				g.handleOAuthEvent(event)
+				// Route event to specific provider
+				g.routeEventToProvider(event)
 			}
 			monitor.Start(ctx)
 		}
 
-		// Start OAuth provider for each OAuth server (CE mode only)
-		// In Desktop mode, tokens are auto-refreshed by Secrets Engine - no polling needed
-		if oauth.IsCEMode() {
-			log.Log("- Starting OAuth provider loops (CE mode)...")
-			for _, serverName := range configuration.ServerNames() {
-				serverConfig, _, found := configuration.Find(serverName)
-				if !found || serverConfig == nil || !serverConfig.Spec.IsRemoteOAuthServer() {
-					continue
-				}
-
-				g.startProvider(ctx, serverName)
+		// Start OAuth provider for each OAuth server.
+		// Each provider runs in its own goroutine with dynamic timing based on token expiry.
+		log.Log("- Starting OAuth provider loops...")
+		for _, serverName := range configuration.ServerNames() {
+			serverConfig, _, found := configuration.Find(serverName)
+			if !found || serverConfig == nil || !serverConfig.Spec.IsRemoteOAuthServer() {
+				continue
 			}
+
+			g.startProvider(ctx, serverName)
 		}
 	}
 
@@ -662,49 +661,53 @@ func (g *Gateway) stopProvider(serverName string) {
 	}
 }
 
-// handleOAuthEvent handles SSE events from Docker Desktop's notification monitor.
-// Only called in Desktop mode (the notification monitor doesn't start in CE mode).
-// In CE mode, providers handle token refresh via polling - no events needed.
-func (g *Gateway) handleOAuthEvent(event oauth.Event) {
+// routeEventToProvider routes SSE events to the appropriate provider
+func (g *Gateway) routeEventToProvider(event oauth.Event) {
+	g.providersMu.RLock()
+	_, exists := g.oauthProviders[event.Provider]
+	g.providersMu.RUnlock()
+
 	switch event.Type {
 	case oauth.EventLoginSuccess:
-		log.Logf("- OAuth login success for %s", event.Provider)
-		g.reloadOAuthServer(event.Provider)
+		// User just authorized - ensure provider exists
+		if !exists {
+			log.Logf("- Creating provider for %s after login", event.Provider)
+			g.startProvider(context.Background(), event.Provider)
+		}
+
+		// Always send event to trigger reload (connects server and lists tools)
+		// Wait briefly if we just created the provider
+		if !exists {
+			time.Sleep(100 * time.Millisecond)
+		}
+
+		g.providersMu.RLock()
+		provider, exists := g.oauthProviders[event.Provider]
+		g.providersMu.RUnlock()
+
+		if exists {
+			provider.SendEvent(event)
+		}
 
 	case oauth.EventTokenRefresh:
-		// Secrets Engine refreshed the token - invalidate cached connections
-		// Next request will create new connection with fresh token
-		log.Logf("- OAuth token refreshed for %s", event.Provider)
+		// Token refreshed - invalidate cached connections directly.
+		// Don't route to Provider (reloadFn would trigger Secrets Engine Filter → SSE loop).
+		// The Provider's timer handles refresh scheduling independently.
+		log.Logf("- OAuth token refreshed for %s, invalidating connections", event.Provider)
 		g.clientPool.InvalidateOAuthClients(event.Provider)
 
 	case oauth.EventLogoutSuccess:
-		log.Logf("- OAuth logout for %s", event.Provider)
-		g.clientPool.InvalidateOAuthClients(event.Provider)
+		// User logged out - stop provider if exists
+		if exists {
+			log.Logf("- Stopping provider for %s after logout", event.Provider)
+			g.stopProvider(event.Provider)
+		}
 
 	default:
-		// Other events (login-start, code-received, error) - no action needed
+		// Other events (login-start, code-received, error) - ignore
 	}
 }
 
-// reloadOAuthServer invalidates cached clients and reloads server capabilities.
-// Used by Desktop mode after login success.
-func (g *Gateway) reloadOAuthServer(serverName string) {
-	g.clientPool.InvalidateOAuthClients(serverName)
-
-	oldCaps, err := g.reloadServerCapabilities(context.Background(), serverName, nil)
-	if err != nil {
-		log.Logf("! Failed to reload OAuth server %s: %v", serverName, err)
-		return
-	}
-
-	g.capabilitiesMu.Lock()
-	newCaps := g.allCapabilities(serverName)
-	_ = g.updateServerCapabilities(serverName, oldCaps, newCaps, nil)
-	g.capabilitiesMu.Unlock()
-
-	log.Logf("> OAuth server %s reloaded", serverName)
-}
-
 // GetToolRegistrations returns a copy of all registered tools
 // This is useful for introspection and serialization
 func (g *Gateway) GetToolRegistrations() map[string]ToolRegistration {

pkg/oauth/credhelper.go

@@ -146,15 +146,68 @@ func (h *CredentialHelper) TokenExists(ctx context.Context, serverName string) (
 }
 
 // GetTokenStatus checks token validity and expiry for refresh scheduling.
-// CE mode only - requires JSON token format with expiry metadata.
-// In Desktop mode, use TokenExists() instead since Secrets Engine returns
-// raw tokens without expiry information.
-func (h *CredentialHelper) GetTokenStatus(_ context.Context, serverName string) (TokenStatus, error) {
-	if !IsCEMode() {
-		return TokenStatus{}, fmt.Errorf("GetTokenStatus is only available in CE mode; use TokenExists() for Desktop mode")
+// Works in both CE and Desktop modes:
+// - CE mode: reads token JSON from credential helper and parses expiry
+// - Desktop mode: queries Secrets Engine and reads ExpiryAt from response metadata
+func (h *CredentialHelper) GetTokenStatus(ctx context.Context, serverName string) (TokenStatus, error) {
+	if IsCEMode() {
+		return h.getTokenStatusCE(serverName)
+	}
+	return h.getTokenStatusDesktop(ctx, serverName)
+}
+
+// getTokenStatusDesktop retrieves token status in Desktop mode using Secrets Engine metadata.
+// The Secrets Engine response includes ExpiryAt and ExpiresIn in the metadata map,
+// added by Docker Desktop's OAuthCredential.Metadata() method.
+func (h *CredentialHelper) getTokenStatusDesktop(ctx context.Context, serverName string) (TokenStatus, error) {
+	oauthID := secret.GetOAuthKey(serverName)
+	env, err := secret.GetSecret(ctx, oauthID)
+	if errors.Is(err, secret.ErrSecretNotFound) {
+		return TokenStatus{Valid: false}, fmt.Errorf("OAuth token not found for %s", serverName)
+	}
+	if err != nil {
+		return TokenStatus{Valid: false}, fmt.Errorf("failed to query Secrets Engine for %s: %w", serverName, err)
+	}
+
+	if string(env.Value) == "" {
+		return TokenStatus{Valid: false}, fmt.Errorf("empty OAuth token found for %s", serverName)
+	}
+
+	// Read ExpiryAt from Secrets Engine response metadata
+	expiryAtStr, hasExpiry := env.Metadata["ExpiryAt"]
+	if !hasExpiry || expiryAtStr == "" {
+		// No expiry metadata available - token exists but we can't determine when it expires.
+		// Return valid with no scheduled refresh (rely on SSE events as fallback).
+		log.Logf("- Token status for %s: valid=true, no expiry metadata available", serverName)
+		return TokenStatus{
+			Valid:        true,
+			ExpiresAt:    time.Time{},
+			NeedsRefresh: false,
+		}, nil
 	}
 
-	// CE mode: Use credential helper directly
+	expiresAt, err := time.Parse(time.RFC3339, expiryAtStr)
+	if err != nil {
+		return TokenStatus{Valid: false}, fmt.Errorf("failed to parse ExpiryAt metadata for %s: %w", serverName, err)
+	}
+
+	now := time.Now()
+	timeUntilExpiry := expiresAt.Sub(now)
+	needsRefresh := timeUntilExpiry <= 10*time.Second
+
+	log.Logf("- Token status for %s: valid=true, expires_at=%s, time_until_expiry=%v, needs_refresh=%v",
+		serverName, expiresAt.Format(time.RFC3339), timeUntilExpiry.Round(time.Second), needsRefresh)
+
+	return TokenStatus{
+		Valid:        true,
+		ExpiresAt:    expiresAt,
+		NeedsRefresh: needsRefresh,
+	}, nil
+}
+
+// getTokenStatusCE retrieves token status in CE mode using the credential helper.
+// Reads the base64-encoded JSON token and parses the expiry field.
+func (h *CredentialHelper) getTokenStatusCE(serverName string) (TokenStatus, error) {
 	dcrMgr := dcr.NewManager(h.credentialHelper, "")
 	client, err := dcrMgr.GetDCRClient(serverName)
 	if err != nil {

pkg/oauth/provider.go

@@ -8,6 +8,7 @@ import (
 
 	"golang.org/x/oauth2"
 
+	"github.com/docker/mcp-gateway/pkg/desktop"
 	"github.com/docker/mcp-gateway/pkg/log"
 	"github.com/docker/mcp-gateway/pkg/oauth/dcr"
 )
@@ -61,33 +62,37 @@ func (p *DCRProvider) GeneratePKCE() string {
 	return oauth2.GenerateVerifier()
 }
 
-// Provider manages OAuth token lifecycle for a single MCP server (CE mode only).
-// Polls token expiry, triggers refresh when needed, and reloads the server connection.
-// In Desktop mode, Secrets Engine handles token refresh and SSE events trigger reloads.
+// Provider manages OAuth token lifecycle for a single MCP server.
+// This is used for background token refresh loops in the gateway.
+// CE mode: refreshes tokens directly via oauth2 library, then reloads.
+// Desktop mode: triggers refresh via GetOAuthApp Desktop API, then SSE events
+// interrupt the timer, trigger reload, and reset retry counters.
 type Provider struct {
 	name              string
 	lastRefreshExpiry time.Time
 	refreshRetryCount int
 	stopOnce          sync.Once
 	stopChan          chan struct{}
+	eventChan         chan Event
 	credHelper        *CredentialHelper
 	reloadFn          func(ctx context.Context, serverName string) error
 }
 
 const maxRefreshRetries = 7 // Max attempts to refresh when expiry hasn't changed
 
-// NewProvider creates a new OAuth provider for token refresh polling
+// NewProvider creates a new OAuth provider for token refresh
 func NewProvider(name string, reloadFn func(context.Context, string) error) *Provider {
 	return &Provider{
 		name:       name,
 		stopChan:   make(chan struct{}),
+		eventChan:  make(chan Event),
 		credHelper: NewOAuthCredentialHelper(),
 		reloadFn:   reloadFn,
 	}
 }
 
-// Run starts the provider's background polling loop.
-// Checks token expiry, triggers refresh when needed, and reloads server connections.
+// Run starts the provider's background loop.
+// Loop dynamically adjusts timing based on token expiry.
 func (p *Provider) Run(ctx context.Context) {
 	log.Logf("- Started OAuth provider loop for %s", p.name)
 	defer log.Logf("- Stopped OAuth provider loop for %s", p.name)
@@ -101,8 +106,9 @@ func (p *Provider) Run(ctx context.Context) {
 			return
 		}
 
-		// Calculate wait duration based on token status
+		// Calculate wait duration and whether to trigger refresh
 		var waitDuration time.Duration
+		var shouldTriggerRefresh bool
 
 		if status.NeedsRefresh {
 			// Token needs refresh - check if expiry unchanged from last attempt
@@ -128,32 +134,63 @@ func (p *Provider) Run(ctx context.Context) {
 				p.name, p.refreshRetryCount, maxRefreshRetries, waitDuration)
 
 			p.lastRefreshExpiry = status.ExpiresAt
-
-			// Refresh token and reload server connection
-			go func() {
-				if err := p.refreshTokenCE(); err != nil {
-					log.Logf("! Token refresh failed for %s: %v", p.name, err)
-					return
-				}
-				// Reload server to pick up the new token
-				if err := p.reloadFn(ctx, p.name); err != nil {
-					log.Logf("! Failed to reload %s after token refresh: %v", p.name, err)
-				}
-			}()
+			shouldTriggerRefresh = true
 
 		} else {
-			// Token still valid
+			if status.ExpiresAt.IsZero() {
+				// No expiry information available — can't schedule proactive refresh.
+				// Fall back to SSE events (Desktop mode) for refresh notification.
+				log.Logf("- No token expiry info for %s, stopping provider loop (SSE events will handle refresh)", p.name)
+				return
+			}
 			timeUntilExpiry := time.Until(status.ExpiresAt)
 			waitDuration = max(0, timeUntilExpiry-10*time.Second)
 			log.Logf("- Token valid for %s, next check in %v", p.name, waitDuration.Round(time.Second))
+			shouldTriggerRefresh = false
+		}
+
+		// Trigger refresh if needed
+		if shouldTriggerRefresh {
+			if IsCEMode() {
+				// CE mode: Refresh token directly
+				go func() {
+					if err := p.refreshTokenCE(); err != nil {
+						log.Logf("! Token refresh failed for %s: %v", p.name, err)
+					}
+				}()
+			} else {
+				// Desktop mode: Trigger refresh via Desktop API
+				go func() {
+					authClient := desktop.NewAuthClient()
+					app, err := authClient.GetOAuthApp(context.Background(), p.name)
+					if err != nil {
+						log.Logf("! GetOAuthApp failed for %s: %v", p.name, err)
+						return
+					}
+					if !app.Authorized {
+						log.Logf("! GetOAuthApp returned Authorized=false for %s", p.name)
+						return
+					}
+				}()
+			}
 		}
 
-		// Wait until next check, interruptible by stop signal
+		// Wait pattern - interruptible by login events
 		if waitDuration > 0 {
 			timer := time.NewTimer(waitDuration)
 			select {
 			case <-timer.C:
-				// Wait complete, continue to next iteration
+				// Wait complete
+			case event := <-p.eventChan:
+				timer.Stop()
+				log.Logf("- Provider %s received event: %s", p.name, event.Type)
+				if err := p.reloadFn(ctx, p.name); err != nil {
+					log.Logf("- Failed to reload %s after %s: %v", p.name, event.Type, err)
+				}
+				if event.Type == EventLoginSuccess {
+					p.refreshRetryCount = 0
+					p.lastRefreshExpiry = time.Time{}
+				}
 			case <-p.stopChan:
 				timer.Stop()
 				return
@@ -172,6 +209,11 @@ func (p *Provider) Stop() {
 	})
 }
 
+// SendEvent sends an SSE event to this provider's event channel
+func (p *Provider) SendEvent(event Event) {
+	p.eventChan <- event
+}
+
 // refreshTokenCE refreshes an OAuth token in CE mode
 // Uses the same oauth2 library refresh mechanism as Desktop
 func (p *Provider) refreshTokenCE() error {