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铜和镍催化的 Chan-Lam 型偶联反应的进展:二芳基硫族化合物、Ar-X(X = S、Se、Te)的合成。

Advances in Cu and Ni-catalyzed Chan-Lam-type coupling: synthesis of diarylchalcogenides, Ar-X (X = S, Se, Te).

机构信息

Department of Chemistry, Indian Institute of Technology Bombay Powai, Mumbai 400076, Maharashtra, India.

出版信息

Org Biomol Chem. 2020 Dec 21;18(47):9583-9600. doi: 10.1039/d0ob02035d. Epub 2020 Nov 18.

Abstract

Organochalcogenides are an important class of compounds encountered in organic synthesis, chemical biology and materials chemistry. The development of the Ar-S/Se/Te bond formation, mostly in the synthesis of diarylchalcogenides, has garnered considerable attention in recent years. Transition metal catalysis is one of the most used methods for the synthesis of diarylchalcogenides via the traditional cross-coupling strategy. Recently, the Chan-Lam coupling has been valued to be the best alternative for the traditional cross-coupling due to the mild and effective reaction conditions. The review summarizes the strategies adopted for the synthesis of diarylchalogenides (ArX, X = S, Se, Te) by Chan-Lam-type coupling using Cu or Ni catalysis and comprises diverse approaches based on different sources of arylsulfur donors like thiols, diaryldisulfides, molecular sulfur, diheteroaryldisulfides and similar sources of Se and Te.

摘要

有机碲、硒、硫属元素化合物是有机合成、化学生物学和材料化学领域的重要化合物。近年来,通过传统交叉偶联策略合成二芳基硫属元素化合物的 Ar-S/Se/Te 键形成方法得到了广泛关注。过渡金属催化是通过传统交叉偶联策略合成二芳基硫属元素化合物最常用的方法之一。最近,由于反应条件温和且高效,Chan-Lam 偶联被认为是传统交叉偶联的最佳替代方法。该综述总结了使用 Cu 或 Ni 催化的 Chan-Lam 型偶联合成二芳基卤化物(ArX,X=S、Se、Te)的策略,包括基于不同硫源(如硫醇、二芳基二硫化物、分子硫、二杂芳基二硫化物等)的多种方法。

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