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Communication | Regular issue | Vol 14, No. 8, 1980, pp.1073-1076
Published online, 1st January, 1970
DOI: 10.3987/R-1980-08-1073
Ring Transformation of 2-Furylcarbamates to 5-Hydroxy-3-pyrrolin-2-ones. Revised Structure of Jatropham

Kenichi Yakushijin, Masamichi Kozuka, Yoko Ito, Rika Suzuki, and Hiroshi Furukawa*

*Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tenpaku, Nagoya 468-8503, Japan

Abstract

2-Furylcarbamates 1-7 react with oxygen under stirring or irradiation in benzene at room temperature to give the corresponding N-substituted 5-hydroxy-3-pyrrolin-2-ones 8-14. In the syntheses and NMR experiments of these pyrrolinone derivatives, the structure of jatropham 27, one of pyrrolinone derivatives proposed by Cole et al., is revised to the formula 11 (R1=H).