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通过铑(III)催化丙烯酸与α-重氮羰基化合物的环化反应合成呋喃

Synthesis of Furans via Rhodium(III)-Catalyzed Cyclization of Acrylic Acids with α-Diazocarbonyl Compounds.

作者信息

Hong Chao, Yu Shuling, Liu Zhanxiang, Xu Zijing, Zhang Yuhong

机构信息

Department of Chemistry, Zhejiang University, Hangzhou 310027, China.

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.

出版信息

J Org Chem. 2022 Sep 16;87(18):11979-11988. doi: 10.1021/acs.joc.2c00924. Epub 2022 Aug 29.

Abstract

An efficient protocol for the synthesis of furans through Rh(III)-catalyzed vinyl C-H activation from acrylic acids and α-diazocarbonyl compounds has been developed. The reaction features broad functional group tolerance and affords a series of furans in moderate to good yields. Moreover, no additives such as copper or silver salts are required. Some control experiments are performed to give insight into the mechanism of this cascade transformation and the decarbonylation process is involved in the formation of the furan product.

摘要

已经开发出一种通过铑(III)催化丙烯酸和α-重氮羰基化合物的乙烯基C-H活化来合成呋喃的有效方法。该反应具有广泛的官能团耐受性,并以中等至良好的产率提供一系列呋喃。此外,不需要铜或银盐等添加剂。进行了一些对照实验以深入了解这种级联转化的机理,并且呋喃产物的形成涉及脱羰过程。

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