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光诱导三组分二氟氨磺酰化/双环化反应:一种构建二氢苯并呋喃衍生物的方法。

Photoinduced Three-Component Difluoroamidosulfonylation/Bicyclization: A Route to Dihydrobenzofuran Derivatives.

机构信息

College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, P. R. China.

出版信息

Org Lett. 2022 Apr 8;24(13):2556-2561. doi: 10.1021/acs.orglett.2c00761. Epub 2022 Mar 29.

Abstract

A visible-light-induced photocatalyst-free three-component radical cascade bicyclization has been achieved to obtain diverse difluoroamidosulfonylated dihydrobenzofurans in moderate to good yields. This protocol avoids potential toxicity and the tedious removal procedure for photocatalysts and also features mild reaction conditions and a good functional group tolerance. Moreover, mechanistic investigations reveal the formation of a charge-transfer complex and the involvement of an intramolecular 1,5-hydrogen atom transfer process in this transformation.

摘要

可见光诱导无催化剂的三组分自由基级联双环化反应已经实现,从而以中等至良好的收率获得了多种二氟氨磺酰基二氢苯并呋喃。该方案避免了潜在的毒性和对光催化剂的繁琐去除步骤,同时具有温和的反应条件和良好的官能团耐受性。此外,机理研究表明,在该转化中形成了电荷转移络合物,并涉及分子内 1,5-氢原子转移过程。

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