Synthesis of N-aryl hydrazides by copper-catalyzed coupling of hydrazides with aryl iodides
Synthesis of N-aryl hydrazides by copper-catalyzed coupling of hydrazides with aryl iodides
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DOI：
10.1021/ol0168216
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发表时间：
2001-11-15
期刊：
影响因子：
5.2
通讯作者：
Buchwald, SL
中科院分区：
文献类型：
--
作者：
Wolter, M;Klapars, A;Buchwald, SL
[图解]报道了一种在铜催化剂和Cs(2)CO(3)存在下，取代芳基碘与肼的分子间N-芳基化反应的简便方法。N-Boc肼与对位和间位取代的芳基碘发生C-N偶联反应，得到区域选择性的N-芳基化产物A。观察到苯甲酰肼与邻位取代芳基碘的芳基化反应的区域选择性逆转，提供了N‘-芳基化产物B。
[GRAPHICS]A convenient method for intermolecular N-arylation of hydrazides with substituted aryl iodides in the presence of a copper catalyst and Cs(2)CO(3) is reported. The C-N coupling of N-Boc hydrazine with para- and meta-substituted aryl iodides afforded the N-arylated products A, regioselectively. A reversal in regioselectivity is observed for the arylation of benzoic hydrazide with ortho-substituted aryl iodides, providing the N'-arylated products B.