Issue 33, 2023

Iodine-promoted synthesis of CF3-substituted dihydroimidazobenzimidazole and CF3-dihydroimidazoindole via C–N bond formation

Abstract

The iodine-promoted cyclization of various N-(2-CF3-2-NHTs)ethylbenzimidazoles and N-(2-CF3-2-NHTs)ethylindoles proceeded smoothly and efficiently under mild basic conditions. This reaction did not require transition metals and afforded the corresponding CF3-dihydroimidazobenzimidazoles and CF3-dihydroimidazoindoles in 85–93% and 42–82% yields, respectively.

Graphical abstract: Iodine-promoted synthesis of CF3-substituted dihydroimidazobenzimidazole and CF3-dihydroimidazoindole via C–N bond formation

Supplementary files

Article information

Article type
Paper
Submitted
14 Jul 2023
Accepted
08 Aug 2023
First published
10 Aug 2023

Org. Biomol. Chem., 2023,21, 6762-6771

Iodine-promoted synthesis of CF3-substituted dihydroimidazobenzimidazole and CF3-dihydroimidazoindole via C–N bond formation

D. Komatsu, K. Yamada and T. Hanamoto, Org. Biomol. Chem., 2023, 21, 6762 DOI: 10.1039/D3OB01124K

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