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Synthesis 2006(21): 3715-3726
DOI: 10.1055/s-2006-950289
DOI: 10.1055/s-2006-950289
PAPER
© Georg Thieme Verlag Stuttgart · New YorkSynthesis of Fused Imidazoles and Benzothiazoles from (Hetero)Aromatic ortho-Diamines or ortho-Aminothiophenol and Aldehydes Promoted by Chlorotrimethylsilane
Further Information
Received
12 June 2006
Publication Date:
09 October 2006 (online)
Publication History
Publication Date:
09 October 2006 (online)
Abstract
New convenient conditions for benzimidazole and benzothiazole syntheses are described. A set of benzimidazoles, 3H-imidazo[4,5-b]pyridines, purines, xanthines and benzothiazoles was readily prepared from (hetero)aromatic ortho-diamines or ortho-aminothiophenol and aldehydes using chlorotrimethylsilane in DMF as a promoter and water-acceptor agent, followed by oxidation with air oxygen.
Key words
benzimidazoles - benzothiazoles - aldehydes - chlorotrimethylsilane - parallel synthesis
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