One‐Pot Synthesis of N‐Benzyl/Allyl‐N‐phenyl‐2‐benzothiazolamines from 1‐(2‐Iodophenyl)‐3‐phenylthioureas and Benzyl/Allyl Halides

Abstract

A facile method for the copper-catalyzed synthesis of N-benzyl-N-phenyl-2-benzothiazolamines was explored. In the presence of CuI, N-phenylbenzothiazolamines was in situ generated from substituted 1-(2-iodophenyl)-3-phenylthioureas, which susequently underwent coupling with benzyl/allyl halides to give the desired N-benzyl/allyl-N-phenyl-2-benzothiazolamines fluently in a one-pot manner. The protocol features easy performance, easily available materials, good yield and broad substrates scope, showing potential synthetic value for the preparation of a variety of biologically or pharmaceutically active compounds.

Selective Synthesis of Sulfonamides and Sulfenamides from Sodium Sulfinates and Amines

“…These methods have shown significance to construct S–N bonds, while they still have some limitations, such as low safety profile, harsh reaction condition, the usage of toxic starting materials, and expensive transition metals. As part of our long-term interest in organosulfur chemistry to construct the S–N bond in our laboratory, we explored an effective method by using sodium sulfites and amines as starting materials. This approach enables the selective synthesis of sulfonamides and sulfenamides (Scheme ).…”