Transition metal-catalyzed construction of C-X bonds via cleavage of C-N bond of quaternary ammonium salts

IF 0.7 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY
Qingle Zeng, Fuhai Li, Xianjie Yin
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引用次数: 0

Abstract

Amines are abundant in natural product chemistry and are readily available chemical raw materials. The C-N bonds of amines are difficult to break due to the large C-N bond energy. In recent years, chemists have developed a variety of activation methods for amino groups of amines. Among these reported methods, to convert amines into quaternary ammonium salts is preferred, for quaternary ammonium salts are readily available and stable. In recent years, great progress has been achieved in the study of transition metal-catalyzed construction of various C-X bonds involving aromatic amines and benzyl amines-derived quaternary ammonium salts by cleavage of C-N bonds. This review describes the transition metal-catalyzed reaction of quaternary ammonium salts to construct C-X bonds by cleavage of C-N bond. Moreover, if chiral benzylamines-derived quaternary ammonium salts are used, a variety of highly enantiomeric pure chiral organic compounds can also be obtained. The chirality of quaternary ammonium salts remained good in the products and all reactions underwent SN2-type configuration inversion.
过渡金属通过裂解季铵盐的C-N键催化构建C-X键
胺在天然产物化学中含量丰富,是一种易得的化学原料。胺的C-N键能量大,难以断裂。近年来,化学家们开发了多种活化胺中氨基的方法。在这些报道的方法中,将胺转化为季铵盐是首选的,因为季铵盐容易获得且稳定。近年来,过渡金属催化芳香族胺和苯胺衍生季铵盐裂解C-N键构建各种C-X键的研究取得了很大进展。本文综述了过渡金属催化季铵盐裂解C-N键形成C-X键的反应。此外,如果使用手性苄胺衍生的季铵盐,还可以得到各种高度对映体的纯手性有机化合物。产物中季铵盐手性保持良好,所有反应均发生sn2型构型反转。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
AIMS Molecular Science
AIMS Molecular Science BIOCHEMISTRY & MOLECULAR BIOLOGY-
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4
审稿时长
5 weeks
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