426505 Copper-Catalyzed Aerobic Oxidative Cyclization Between 2-Aminobenzothiazole and Ketone: An Approach to Benzo[d]Imidazo[2,1-b]Thiazole

Wednesday, November 11, 2015: 5:15 PM
355F (Salt Palace Convention Center)
Jian Gu and Chun Cai, Nanjing University of Science and Technology, Nanjing, China

Copper-Catalyzed Aerobic Oxidative Cyclization between 2-Aminobenzothiazole and Ketone: An Approach to Benzo[d]imidazo[2,1-b]thiazole

Abstract: Sulfur-containing heterocyclic compounds are frequently found in naturally occurring compounds and generally show various biological activities. [1]Benzo[d]imidazo[2,1-b]thiazole is an important chemical building block in synthetic organic and biological chemistry.[2] A facile, efficient, and simple protocol for the synthesis of benzo[d]imidazo[2,1-b]thiazole through copper-catalyzed aerobic oxidative cyclization between 2-aminobenzothiazole and ketone has been developed. The reaction proceeds smoothly to furnish the products in atom economy. A variety of fused benzoimidazothiazole derivatives were synthesized with satisfactory yields.


[1] (a) Matthew, D. M.; Joseph, M. D.; Paul, R. H. Chem. Rev. 2004 , 104,2239-2258. (b) Dawson, P. E.; Muir, T. W.; Lewis, C. I.; Kent, S. B. H. Science. 1994, 266, 776-779.

[2] Mishra, S.; Monir, K.; Mitra, S.; Hajra, A. Org. Lett. 2014, 16, 6084- 6087


Extended Abstract: File Not Uploaded