Copper-catalyzed C-N coupling reaction of tosylhydrazones

Copper-catalyzed C-N coupling reaction of tosylhydrazones
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DOI:
10.1002/aoc.4483
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发表时间:
2018-07
影响因子:
3.9
通讯作者:
Xufeng Wu;Lingyu Li;Wenlong Jiang;Lihong Zhou;Qingle Zeng
Xufeng Wu;Lingyu Li;Wenlong Jiang;Lihong Zhou;Qingle Zeng
中科院分区:
化学3区
文献类型:
--
作者:
Xufeng Wu;Lingyu Li;Wenlong Jiang;Lihong Zhou;Qingle Zeng

文献摘要

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对甲苯磺酰腙是一种不稳定的高活性化合物,在碱性条件下易转化为活性重氮化合物,进而转化为活性极高的卡宾。为了实现有价值的C-N偶联反应,对二芳基碘鎓盐进行了评价,并证明其是一类有效的亲电试剂。用无配体的铜盐作为催化剂的反应显示出宽范围的底物范围。提出了一个合理的机制。
Tosylhydrazones are a kind of labile and highly reactive compounds, which are apt to be transformed into reactive diazo compounds and then into extremely reactive carbenes under the basic condition. In order to fulfil the valuable C‐N coupling reaction, diaryliodonium salts are evaluated and prove to be a class of efficient electrophiles. The reaction with ligand‐free copper salt as catalyst shows a wide range of substrate scope. A plausible mechanism is proposed.