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Benzopyrans. Part 42 [1]. Reactions of 4-oxo-4H-1-benzopyran-3-carbaldehyde with some active methylene compounds in the presence of ammonia
C K GHOSH, A RAY, A PATRA
Published in HeteroCorporation
2001
Volume: 38
   
Issue: 6
Pages: 1459 - 1463
Abstract
The title aldehyde 1 in the presence of ammonia gives the pyridine derivatives 9-11 respectively with acetylacetone, diethyl malonate and ethyl cyanoacetate, and ethyl (or methyl)-1-benzopyrano[4,3-b]pyridine-3-carboxylate 22 (or 23) with ethyl (or methyl) acetoacetate. Acetylacetone pretreated with ammonia condenses with 1 giving the fused pyridine 24. Ammonia converts the ester 6 to the pyridine 13 or 14. Chromic acid oxidation of 22 and 23 affords the coumarinopyridines 25 and 26, respectively.
About the journal
JournalJournal of Heterocyclic Chemistry
PublisherHeteroCorporation
ISSN0022-152X