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Report | Regular issue | Vol 14, No. 4, 1980, pp.465-466
Published online, 1st January, 1970
DOI: 10.3987/R-1980-04-0465
Acid Catalyzed Isomerization of 2-(2-Furfurylidene)acetyl-quinoxaline and Its 3-Methyl Derivatives

Katsuhide Matoba,* Kenichi Itoh, Masanori Nagata, and Takao Yamazaki

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan

Abstract

2-(2-Furfurylidene)acetyl-quinoxaline (1a) and its 3-methyl derivative (1b) gave quantitatively 1-furfuryl-pyrrolo[1,2-a]quinoxalin-3-ol (2a) and its 4-methyl analogue (2c), respectively, by treating with hydrochloric acid in ethanol. 2c was treated with bromine in carbon tetrachloride to give dibromide (3a). 2d(methyl ether of 2c) and 2e(enol acetate of 2c) afforded 1 to 2 adducts with dimethyl acetylenedicarboxylate.