Selective Formation of 2,3,5‐Trisubstituted Furans from 1,3‐Dicarbonyls and Hydroxyketones

Author:

Yan Wanying1,Shou Jiaru1,Qin Wenyi1,Mo Jiayu2,Huang Huawen13ORCID

Affiliation:

1. Key Laboratory for Green Organic Synthesis and Application of Hunan Province Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education College of Chemistry Xiangtan University Xiangtan 411105 People's Republic of China

2. School of Pharmacy Guangxi Medical University Shuangyong Road 22 530021 Nanning People's Republic of China

3. School of Chemistry and Chemical Engineering Henan Normal University Xinxiang 453007 People's Republic of China

Abstract

AbstractChemoselective cyclizations of 1,3‐dicarbonyl compounds with hydroxyketones for the selective formation of two 2,3,5‐trisubstituted furans have been reported. While TsOH‐mediated cyclization in DCM afforded 2‐acylfurans, the additional copper catalyst in acetone turned over the selectivity for the generation of 3‐acylfurans. The featured advantages of both reactions include simple conditions, high yielding, broad substrate scope, gram scalability, and H2O as the sole byproduct.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry

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