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Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
Authors:Yueteng Zhang  Peng Ji  Xiang Meng  Feng Gao  Fanxun Zeng  Wei Wang
Affiliation:1.Departments of Pharmacology and Toxicology and Chemistry and Biochemistry, and BIO5 Institute, University of Arizona, Tucson, AZ 85721, USA; (P.J.); (X.M.); (F.G.); (F.Z.);2.The School of Basic Medical Sciences, The Academy of Medical Science, Zhengzhou University, 100 Kexue Avenue, Zhengzhou 450001, China
Abstract:A simple arylamine-catalyzed Mannich-cyclization cascade reaction was developed for facile synthesis of substituted 2H-benzo[h]chromenes. The notable feature of the process included the efficient generation of ortho-quinone methides (o-QMs) catalyzed by a simple aniline. The mild reaction conditions allowed for a broad spectrum of 1- and 2-naphthols and trans-cinnamaldehydes to engage in the cascade sequence with high efficiency.
Keywords:aminocatalysis   cascade reaction   chromenes   organocatalysis   quinone methide
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