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Acylation reaction of γ,β‐unsaturated β‐keto esters and of ethyl hydrogen malonate. Synthesis of 6‐alkenyl‐5‐ethoxycarbonyl‐2,3‐dihydro‐4 H ‐pyran‐4‐ones and 4,5‐dioxo‐2,3,7,8‐tetrahydro‐4 H ,5 H ‐pyrano[4,3‐ b ]pyran derivatives
Author(s) -
Chantegrel Bernard,
Nadi AbdelIlah,
Gelin Suzanne
Publication year - 1984
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.5570210104
Subject(s) - chemistry , malonate , pyran , acylation , diethyl malonate , organic chemistry , ethyl ester , medicinal chemistry , catalysis
Abstract The syntheses of 6‐alkenyl‐5‐ethoxycarbonyl‐2,3‐dihydro‐4 H ‐pyran‐4‐one derivatives by acylation of γ,β‐unsaturated β‐keto esters or by diacylation of ethyl hydrogen malonate with α,β‐unsaturated acyl chlorides are described. These compounds were converted to 4,5‐dioxo‐2,3,7,8‐tetrahydro‐4 H ,5 H ‐pyrano[4,3‐ b ]pyran derivatives.