Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 18, Pages 9321-9327Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01396
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Funding
- UGC-New Delhi
- CSIR-New Delhi [BSC 0108]
- CSIR
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A Cu (II)-catalyzed, inter/intramolecular C-N bond formation for the synthesis of various benzimidazole-fused heterocycles in a concise manner has been reported. The robustness of this reaction is demonstrated by the synthesis of a series of benzimidazole-fused heteroaromatics (e.g., pyrido[1,2-a] benzimidazole, benzimidazo[1,2-a]quinolines, benzimidazo [1,2-a]pyrazine, benzo[4,5] imidazo[2,1-b]thiazoles) directly from 2-aminoheteroarenens and 2-iodoarylboronic acids in one-pot. The novel cascade protocol for C-N bond formation operates via unique combination of Chan-Lam type coupling followed by Ullmann-type reaction.
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