Chemical Communications

Photochemical studies on aromatic γ, δ-epoxy ketones: efficient synthesis of benzocyclobutanones and indanones

Y Shao, C Yang, W Gui, Y Liu, W Xia

Index: Shao, Yutian; Yang, Chao; Gui, Weijun; Liu, Yang; Xia, Wujiong Chemical Communications, 2012 , vol. 48, # 29 p. 3560 - 3562

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Citation Number: 12

Abstract

Irradiation of terminal aromatic γ, δ-epoxy ketones with a 450 W UV lamp led to Norrish type II cyclization/semi-pinacol rearrangement cascade reaction which formed the benzocyclobutanones containing a full-carbon quaternary center, whereas irradiation of substituted aromatic γ, δ-epoxy ketones led to the indanones through a photochemical epoxy rearrangement and 1, 5-biradicals cyclization tandem reaction.

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