Rhodium Catalyzed [4 + 1]-Annulation of o‑Acylanilines with 3‑Diazoindoline-2-imines

An efficient rhodium catalyzed [4 + 1]-annulation of o-acylanilines with 3-diazoindoline-2-imines has been successfully accomplished for the synthesis of spiroindolines in good to excellent yield. The reaction occurs through formation of N-ylide followed by cyclization and showed good tolerance to various functional groups. Gram-scale synthesis, diastereoselective construction of tetrasubstituted indoline, synthesis of spirooxindole, and isolation of potential intermediates have also been demonstrated.