Synthesis of 2-chromanone-fused [3.2.0] bicycles through a phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction

文献信息

发布日期 2021-09-15

DOI 10.1039/D1QO01013A

影响因子 5.281

作者

Junfeng Fu, Ingrid Rakielle Tsapy Takia, Peng Chen, Wei Liu, Chengjun Jiang, Weijun Yao, Xiaofei Zeng, Yongjiang Wang, Xiaoyu Han

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摘要

A phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction of 3-aroylcoumarin with alkynone is described. The high efficiency of the tandem process allows the synthesis of 2-chromanone-fused bicyclo[3.2.0]heptenones in moderate to high yields with remarkably high regio- and diastereoselectivities under mild reaction conditions, which represents an extremely simple, economical and straightforward synthetic method to construct complex cyclic building blocks with potential biological applications.

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来源期刊

Organic Chemistry Frontiers

CiteScore: 7.8

自引率: 8.7%

年发文量: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry