Benzopyrans. Part 42 . Reactions of 4‐Oxo‐4 H ‐1‐benzopyran‐3‐carbaldehyde with some active methylene compounds in the presence of ammonia | Zendy

Ghosh Chandra Kanta | Zendy; Ray Anirban | Zendy; Patra Amarendra | Zendy

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Benzopyrans. Part 42 . Reactions of 4‐Oxo‐4 H ‐1‐benzopyran‐3‐carbaldehyde with some active methylene compounds in the presence of ammonia

Author(s) -

Ghosh Chandra Kanta,

Ray Anirban,

Patra Amarendra

Publication year - 2001

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570380632

Subject(s) - chemistry , acetylacetone , diethyl malonate , ethyl acetoacetate , ammonia , pyridine , methylene , medicinal chemistry , aldehyde , organic chemistry , catalysis

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)‐l‐benzopyrano[4,3‐ b ]pyri‐dine‐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.

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