Palladium‐Catalyzed Solvent‐Controlled Selective Synthesis of Acyl Isoureas and Imides from Amides, Isocyanides, Alcohols and Carboxylates
作者:Ming Cao、Liqiu Liu、Shi Tang、Zhiyuan Peng、Yingchun Wang
DOI:10.1002/adsc.201801245
日期:2019.4.16
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 °C provided acyl isoureas in high yields. Interestingly
An eco-friendly protocol for synthesis of thiourea derivatives: 1-benzoyl-3-benzylguanidine and 1-benzoyl-3-benzyl-O-ethylisourea. A possible non-purely thermal microwave assisted reaction
作者:Heiddy Marquez、André Loupy、Osmar Calderon、Eduardo R. Pérez
DOI:10.1016/j.tet.2005.12.037
日期:2006.3
nucleophilic amines promoted the sulfur elimination by attack on the thiocarbonyl group in both thiourea and thiocarbamates to afford guanidines and isourea, respectively. Transesterification products were obtained from p-TsOH catalyzed reaction of thiocarbamate with alcohols under MW-solvent-free conditions. Very important non-purely thermal MW specific effects were evidenced and attributed to stabilization
使用KF在干燥介质条件下从1-苯甲酰基-3-苄基硫脲和苯甲酰基-乙基硫代氨基甲酸酯以良好的收率(分别为68%和76%)合成了1-苯甲酰基-3-苄基胍和1-苯甲酰基-3-苄基-O-乙基异脲–微波辐射下的Al 2 O 3。强亲核胺通过攻击硫脲和硫代氨基甲酸酯中的硫代羰基而促进了硫的消除,从而分别提供了胍和异脲。酯交换产物是在无MW溶剂的条件下,由对氨基甲酸酯与硫醇的对-TsOH催化反应制得的。证明了非常重要的非纯热MW特有效应,并归因于物质与波浪之间的库仑相互作用而稳定。