Journal of heterocyclic chemistry

The photochemistry of α, β??acetylenic ketones. II. Formation of furan derivatives

T Nishio, H Nakata, Y Omote

Index: Nishio, Takehiko; Nakata, Hiroyuki; Omote, Yoshimori Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 1011 - 1013

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Citation Number: 3

Abstract

Abstract The photochemical reactions of α, β-acetylenic ketones have been examined. Irradiation of 1-p-substituted phenyl-2-propyn-1-ones 2–4 in primary alcohols gave 2, 5- disubstituted furans 2a–4c. The formation of furans can be explained in terms of cyclization, followed by dehydration of the 1: 1-adduct of acetylenic ketone and alcohol, which was formed initially by hydrogen atom abstraction from alcohol by the excited acetylenic ...

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