An efficient synthesis of N-substituted 3-nitrothiophen-2-amines

作者:Kumar Sundaravel Vivek; Muthusubramanian Shanmugam; Carlos Menendez J; Perumal Subbu
来源:Beilstein Journal of Organic Chemistry, 2015, 11: 1707-1712.
DOI:10.3762/bjoc.11.185

摘要

A novel protocol for the synthesis of 3-nitro-N-aryl/alkylthiophen-2-amines in good yields from the reaction of alpha-nitroketene N,S-aryl/alkylaminoacetals and 1,4-dithiane-2,5-diol in the presence of K2CO3 in refluxing ethanol is described. This transformation generates two C-C bonds in a single operation and presumably proceeds through a reaction sequence comprising 2-mercaptoacetaldehyde generation, nucleophilic carbonyl addition, annelation and elimination steps.

  • 出版日期2015-9-22