Proline-Catalyzed Diastereoselective Synthesis of Dihydroquinolinyl-Spirooxindole via Aza-Michael/Aldol Reaction

An efficient diastereoselective synthesis of 1',4'-dihydro-2'H-spiro[indoline-3,3'-quinolin]-2-one derivatives was achieved using catalytic amount of L-proline. The key reactions involved in the present tandem reaction are aza-Michael addition and aldol reaction. This atom economic reaction proceeded under mild conditions with a broad substrate scope and excellent diastereoselectivity in good to excellent yields.

Automated summary

An efficient and diastereoselective synthesis of 1',4'-dihydro-2'H-spiro[indoline-3,3'-quinolin]-2-one derivatives was achieved using a catalytic amount of L-proline. The tandem reaction involved aza-Michael addition and aldol reaction, and proceeded under mild conditions with a broad substrate scope and excellent diastereoselectivity, providing good to excellent yields.