2-Bromo-1-arylethylidenemalononitriles — Convenient reagents for the regioselective synthesis of fused pyridines

Add time:07/20/2019    Source:sciencedirect.com

2-Bromo-1-arylethylidenemalononitriles react with conjugated thiolatonitriles to give products of regioselective S alkylation that can be subsequently involved in the Thorpe reaction. Resulting enaminoacrylonitriles form pyridine ring under base catalysis yielding thienodipyridines. According to this common scheme, functionally substituted thieno[3,2-b]pyridines, thiazolo[4,5-b]pyridines, thieno[3,2-b:4,5-b]dipyridines, their hydrogenated analogues, and pyrido[2′,3′:4,5]thieno[2,3-d]pyrimidine were synthesized.

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