Products Cited in Publications Worldwide Facile Synthesis of 2 H-Benzo[ h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction

Facile Synthesis of 2 H-Benzo[ h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction

Zhang, Yueteng; Ji, Peng; Meng, Xiang; Gao, Feng; Zeng, Fanxun; Wang, Wei

DOI: PMID:

Abstract

A simple arylamine-catalyzed Mannich-cyclization cascade reaction was developed for facile synthesis of substituted 2H-benzo[h]chromenes, e.g., I (R1 = Ph, 2-MeOC6H4, furan-2-yl, 2-bromopyridin-3-yl, etc.; R2 = H, Cl, O2N, AcNH, etc.). The notable feature of the process includes the efficient generation of ortho-quinone methides (o-QMs) catalyzed by o-phenylenediamine. The mild reaction conditions allows for a broad spectrum of 1- and 2-naphthols and trans-cinnamaldehydes R1CH:CHCHO to engage in the cascade sequence with high efficiency.

Keywords

aminocatalysis ; cascade reaction ; chromenes ; organocatalysis ; quinone methide

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