Valence tautomers of heterocyclic aromatic species

EE Van Tamelen, TH Whitesides

Index: van Tamelen,E.E.; Whitesides,T.H. Journal of the American Chemical Society, 1971 , vol. 93, p. 6129 - 6140

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Citation Number: 71

Abstract

Results In the event, furan 2 rearranged smoothly under irradiation in pentane in almost quantitative yield to a mixture of two products in the approximate ratio of 20: 1. The major product, isolated by preparative glpc, was a ketone (vco 1716 cm-l). Bands at 3060 and 1001 cm-l marked the presence of a cyclopropane ring, and this assignment was supported by the appearance in the nmr spectrum of a one-proton doublet at T 9.34. Surprisingly, ...