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4-Dimethylaminopyridine (DMAP), A Superior Mediator for Morita-Baylis-Hillman Reaction-Triggered Annulative Condensation of Salicylaldehydes and Acrylonitrile to Form 3-Cyano-2H-chromenes

Bubwoong Kang*, Kaede Ikeda

*Graduate School of Agricultural Science, Kobe University, 11 Rokkodai, Nada, Kobe 657-8501, Japan, Email: kangbpegasus.kobe-u.ac.jp

B. Kang, K. Ikeda, Chem. Pharm. Bull., 2023, 71, 318-325.

DOI: 10.1248/cpb.c23-00068


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Abstract

The annulative condensation of salicylaldehydes and acrylonitrile to give 3-cyano-2H-chromenes is efficiently mediated by 4-dimethylaminopyridine (DMAP). The reaction yielded 3-cyano-2H-chromenes in higher yields with DMAP than with DABCO in most cases and remains high yielding even in decagram-scale.

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Key Words

Morita-Baylis-Hillman Reaction, 2H-chromenes


ID: JXX-Y2023