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1. Catalyst-free synthesis of 2,3-dihydrobenzofurans through [4+1] cycloaddition of ortho-hydroxyphenylsubstituted para-quinone methides and sulfur ylides.

Author

Chen, Xin-Meng, Xie, Ke-Xin, Yue, Deng-Feng, Zhang, Xiao-Mei, Xu, Xiao-Ying, and Yuan, Wei-Cheng

Subjects
*RING formation (Chemistry), *BENZOFURAN synthesis, *QUINONE methides, *SULFUR compounds, *YLIDES, *CATALYSTS
Abstract

An efficient [4+1] cycloaddition of ortho -hydroxyphenylsubstituted para- quinone methides and sulfur ylides was achieved under the catalyst-free condition. With this developed protocol, a series of trans -2,3-dihydrobenzofurans were obtained in excellent yields (up to 99%) with high diastereoselectivities (>20:1 dr). The usefulness of the protocol was also demonstrated by the versatile conversions of the 2,3-dihydrobenzofurans into other functionalized benzofurans. [ABSTRACT FROM AUTHOR]

Published
2018
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