Five-membered 2, 3-dioxoheterocycles: LXXIII. Synthesis and thermolysis of 3-acylpyrrolo [1, 2-a] quinoxaline-1, 2, 4 (5H)-triones

IV Mashevskaya, IG Mokrushin, KS Bozdyreva…

Index: Mashevskaya; Mokrushin; Bozdyreva; Maslivets Russian Journal of Organic Chemistry, 2011 , vol. 47, # 2 p. 253 - 257

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Citation Number: 6

Abstract

Abstract Reactions of (Z)-3-(phenacylidene-2-oxo)-3, 4-dihydroquinoxalin-2 (1 H)-ones and (Z)-3-(3, 3-dimethyl-2-oxobutylidene)-3, 4-dihydroquinoxalin-2 (1 H)-one with oxalyl chloride led to the formation of 3-acyl-1 H pyrrolo [1, 2-a] quinoxaline-1, 2, 4 (5 H)-triones that at the thermal decarbonylation generated acyl (3-oxoquinoxalin-2-yl) ketenes which underwent the intramolecular stabilization giving 3-acylfuro [3, 2-b] quinoxalin-2 (4 H)-ones.