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铜催化的多取代苯并[b]噻吩的自由基环化多米诺合成,使用黄原酸盐作为硫代试剂。

Copper-catalyzed domino synthesis of multi-substituted benzo[b]thiophene through radical cyclization using xanthate as a sulfur surrogate.

机构信息

Department of Chemistry, Indian Institute of Technology Madras, Chennai-600036, Tamil Nadu, India.

出版信息

Chem Commun (Camb). 2021 May 7;57(37):4512-4515. doi: 10.1039/d0cc08429h. Epub 2021 Apr 7.

Abstract

The Cu-catalyzed domino synthesis of multi-substituted benzo[b]thiophene through radical cyclization of 2-iodophenyl ketones was developed using xanthate as a sulfur surrogate. This method was extended to obtain tetracyclic Lupinalbin analogues through double C-S/C-O bond formation by changing the substituents. The products were converted to a HTI photoswitch, benzothiophene-fused flavone.

摘要

发展了一种使用黄原酸盐作为硫代试剂的铜催化多取代苯并[b]噻吩的串联自由基环化反应。通过改变取代基,该方法扩展到通过双 C-S/C-O 键形成来获得四环 Lupinalbin 类似物。将产物转化为 HTI 光开关,苯并噻吩稠合黄酮。

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