Palladium-Catalyzed Solvent-Controlled Selective Synthesis of Acyl Isoureas and Imides from Amides, Isocyanides, Alcohols and Carboxylates
Palladium-Catalyzed Solvent-Controlled Selective Synthesis of Acyl Isoureas and Imides from Amides, Isocyanides, Alcohols and Carboxylates
复制标题
钯催化溶剂控制从酰胺、异氰化物、醇和羧酸酯选择性合成酰基异脲和酰亚胺
DOI：
10.1002/adsc.201801245
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发表时间：
2019-04-16
影响因子：
5.4
通讯作者：
Wang, Yingchun
中科院分区：
文献类型：
--
作者：
Cao, Ming;Liu, Liqiu;Wang, Yingchun
本文介绍了一种以易得的酰胺、异腈、醇和羧酸酯为原料，通过选择反应溶剂，高选择性地合成酰基异脲和酰亚胺的方法。在催化量的[1，1 '-双（二苯基膦基）二茂铁]二氯化钯（II）和乙酸铜的存在下，在60 ℃下在醇中处理酰胺和异腈以高产率提供酰基异脲.有趣的是，当使用其他溶剂如乙腈代替醇时，通过用羧酸酯作为酰基源直接N-酰化酰胺，以良好至优异的产率专门生产酰亚胺。该协议提供了一个有吸引力的替代方法对异脲和酰亚胺。
A highly selective synthesis of acyl isoureas and imides from readily accessible amides, isocyanides, alcohols and carboxylates based on reaction solvent selection is described. In the presence of a catalytic amount of [1,1 '-bis(diphenylphosphino)ferrocene]dichloropalladium(II) and cupric acetate, treatment of amides and isocyanides in alcohols at 60 degrees C provided acyl isoureas in high yields. Interestingly, when other solvents such as acetonitrile was used instead of alcohols, imides were exclusively produced in good to excellent yields via direct N-acylation of amides with carboxylates as the acyl sources. This protocol offers an attractive alternative approach toward isoureas and imides.