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

Abstract

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.

Key words

l-Proline - organocatalytic reaction - spirooxindole - aza-Michael­ addition - aldol condensation

Publication History

Received: 19 April 2023

Accepted after revision: 22 June 2023

Accepted Manuscript online:
22 June 2023

Article published online:
18 July 2023

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