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手性高炔丙基磺酰胺与重氮盐的双金/光氧化还原催化双芳基化环化反应:快速获得对映体富集的2,3-二氢吡咯。

Dual gold/photoredox-catalyzed bis-arylative cyclization of chiral homopropargyl sulfonamides with diazonium salts: rapid access to enantioenriched 2,3-dihydropyrroles.

作者信息

Wang Ze-Shu, Tan Tong-De, Wang Cai-Ming, Yuan Ding-Qiang, Zhang Te, Zhu Pengfei, Zhu Chunyin, Zhou Jin-Mei, Ye Long-Wu

机构信息

iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory for Chemical Biology of Fujian Province and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.

出版信息

Chem Commun (Camb). 2017 Jun 22;53(51):6848-6851. doi: 10.1039/c7cc03262e.

Abstract

A novel dual gold/photoredox-catalyzed bis-arylative cyclization of chiral homopropargyl sulfonamides with diazonium salts has been developed, allowing the facile synthesis of various enantioenriched 2,3-dihydropyrroles in generally moderate to good yields with excellent enantioselectivities under very mild conditions without using any strong oxidants. The reaction is proposed to undergo an Au/Au redox cycle promoted by visible-light photoredox catalysis.

摘要

已开发出一种新型的手性高炔丙基磺酰胺与重氮盐的双金/光氧化还原催化双芳基化环化反应,该反应能在非常温和的条件下,不使用任何强氧化剂,以一般中等至良好的产率和优异的对映选择性,便捷地合成各种对映体富集的2,3-二氢吡咯。该反应被认为是通过可见光光氧化还原催化促进的金/金氧化还原循环进行的。

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