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DOI: 10.1055/a-2680-2213
Unravelling the Synthesis of Benzo[d]imidazo[2,1-b]thiazoles via MnO2/I2-Catalyzed Ortoleva-King Type Approach
Authors
Funding Information No funding data available.

Dedication
Dedicated with profound reverence to Dr. Vijay Nair on the occasion of his first death anniversary.
Abstract
The first MnO2/I2-catalyzed one-pot synthesis of benzo[d]imidazo[2,1-b]thiazole from 2-aminobenzothiazole and aryl methyl ketone has been described. This methodology involves the in situ generation of α-iodoketone from aryl methyl ketone in the presence of a catalytic amount of molecular iodine. An array of aromatic ketones and 2-aminobenzothiazoles were compatible with this strategy, providing diverse fused benzoimidazothiazoles in moderate to good yields.
Keywords
Benzo[d]imidazo[2,1-b]thiazole - Aryl methyl ketone - 2-Aminobenzothiazole - Ortoleva-King type reaction - Manganese - Iodide sourcePublication History
Received: 24 May 2025
Accepted after revision: 08 August 2025
Article published online:
26 August 2025
© 2025. Thieme. All rights reserved.
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References
- 1 Rassokhina IV, Tikhonova TA, Kobylskoy SG. et al. J Org Chem 2017; 82: 9682-9692
- 2 Ager IR, Barnes AC, Danswan GW. et al. J Med Chem 1988; 31: 1098-1115
- 3 Furlan A, Colombo F, Kover A, Issaly N. Eur J Med Chem 2012; 47: 239-254
- 4 Palkar M, Noolvi M, Sankangoud R, Maddi V, Gadad A, Nargund LVG. Arch Pharm 2010; 343: 353-359
- 5 Al-Tel TH, Al-Qawasmeh RA, Zaarour R. Eur J Med Chem 2011; 46: 1874-1881
- 6 Chao Q, Sprankle KG, Grotzfeld RM. et al. J Med Chem 2009; 52: 7808-7816
- 7 Farag AM, Mayhoub AS, Barakat SE, Bayomi AH. Bioorg Med Chem 2008; 16: 4569-4578
- 8 Patel HK, Grotzfeld RM, Lai AG. et al. Bioorg Med Chem Lett 2009; 19: 5182-5185
- 9 Chitti S, Calster KV, Cappoen D. et al. RSC Adv 2022; 12: 22385-22401
- 10 Gill RK, Rawal RK, Bariwal J. J Arch Pharm 2015; 348: 155-178
- 11 Balwe SG, Jeong YT. RSC Adv 2016; 6: 107225-107232
- 12 Wang J, Li J, Zhu Q. Org Lett 2015; 17: 5336-5339
- 13 Mukku N, Maiti B. RSC Adv 2020; 10: 770-778
- 14 Mishra S, Monir K, Mitra S, Hajra A. Org Lett 2014; 16: 6084-6087
- 15 Pham PT, Nguyen DK, Phan NTS, Le M-V, Nguyen TT. RSC Adv 2023; 13: 3341-3345
- 16 Aneeja T, Philip RM, Anilkumar G. Results Chem 2022; 4: 100474
- 17 Liu W, Ackermann L. ACS Catal 2016; 6: 3743-3752
- 18 Cano R, Mackey K, McGlacken GP. Catal Sci Technol 2018; 8: 1251-1266
- 19 Yang X, Wang C. Chem Asian J 2018; 13: 2307-2315
- 20 Gawali SS, Pandia BK, Pal S, Gunanathan C. ACS Omega 2019; 4: 10741-10754
- 21 Lane BS, Vogt M, DeRose VJ, Burgess K. J Am Chem Soc 2002; 124: 11946-11954
- 22 Snider BB, Mohan R, Kates SA. J Org Chem 1985; 50: 3659-3661
- 23 Allard S, Gunten U, Sahli E, Nicolau R, Gallard H. Water Res 2009; 43: 3417-3426