Copper- and Palladium-Catalyzed Cross-Coupling Reactions for the Synthesis of N-Fused Benzo[4,5]imidazo[2,1-b]thiazole Derivatives via Substituted trans-1,2-Diiodoalkenes, 1H-Benzo[d]imidazole-2-thiols, and Halobenzenes

Guodong Shen; Bingchuan Yang; Xianqiang Huang; Yaxin Hou; Huan Gao; Jichun Cui; Chuansheng Cui; Tongxin Zhang

doi:10.1021/acs.joc.7b00162

Copper- and Palladium-Catalyzed Cross-Coupling Reactions for the Synthesis of N-Fused Benzo[4,5]imidazo[2,1-b]thiazole Derivatives via Substituted trans-1,2-Diiodoalkenes, 1H-Benzo[d]imidazole-2-thiols, and Halobenzenes

J Org Chem. 2017 Apr 7;82(7):3798-3805. doi: 10.1021/acs.joc.7b00162. Epub 2017 Mar 22.

Authors

Guodong Shen¹, Bingchuan Yang¹, Xianqiang Huang¹, Yaxin Hou¹, Huan Gao¹, Jichun Cui¹, Chuansheng Cui¹, Tongxin Zhang¹

Affiliation

¹ School of Chemistry and Chemical Engineering, School of Pharmacy, Liaocheng University , Liaocheng, 252000 Shandong, P. R. China.

PMID: 28299941
DOI: 10.1021/acs.joc.7b00162

Abstract

Two transition metal (Cu and Pd)-catalyzed C-S, C-N, and C-C bond cross-coupling reactions for the preparation of N-fused benzo[4,5]imidazo[2,1-b]thiazole derivatives were developed. A variety of 3-substituted and 2,3-disubstituted benzo[4,5]imidazo[2,1-b]thiazoles were efficiently and conveniently synthesized from the coupling reaction via trans-1,2-diiodoalkenes, 1H-benzo[d]imidazole-2-thiols, and halobenzenes in moderate to excellent yields.

Publication types

Research Support, Non-U.S. Gov't