Lewis Base and Brønsted Base Dual-Catalyzed Formal [4+3] Cyclo­addition Reaction: Synthesis of Aza-Spirocycloheptane Oxindole

Abstract

An intermolecular, quaternary carbon center forming [4+3] cycloaddition reaction catalyzed by Lewis base and Brønsted base has been successfully developed. The dual catalysis exhibits a superior ability to enable a previously challenging reaction, and the corresponding quaternary aza-spirocycloheptane oxindole scaffolds are efficiently synthesized with moderate to high yields.

Key words

dual catalysis - nucleophilic phosphine - formal [4+3] cyclo­addition reaction - aza-spirocycloheptane oxindole - aza-o-quinone methide

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