One-Pot Synthesis of N,N-Diphenyl-2-benzothiazolamines from 1-(2-Iodophenyl)-3-phenylthioureas and Iodobenzenes

J Org Chem. 2022 Nov 4;87(21):14342-14351. doi: 10.1021/acs.joc.2c01789. Epub 2022 Oct 6.

Abstract

An efficient copper-catalyzed synthesis of a variety of N,N-diphenyl-2-benzothiazolamines was developed. Starting from substituted 1-(2-iodophenyl)-3-phenylthioureas and substituted iodobenzenes, the reaction proceeded smoothly via a tandem manner in the presence of CuI to afford the corresponding N,N-diphenyl-2-benzothiazolamine derivatives with good functional group tolerance. The protocol features simple performance, easily available starting materials, a one-pot manner, and good functional group tolerance, providing a practical strategy for the preparation of poly-functionalized amines.