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Visible-Light-Induced[4+1]Cyclization-Aromatization of Acylsilanes and α,β-Unsaturated Ketones

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Herein we report the first[4+1]cyclization-aromati-zation reaction of acylsilanes and α,β-unsaturated ketones.The unprecedented visible-light-induced re-action proceeded through mild conditions without addition of any catalyst or additive,affording a variety of furans with broad substrate scope and good func-tional-group tolerance.The synthetic utility of the method was demonstrated by various downstream transformations of the otherwise difficult-to-access sulfone-containing silyl furans.The mechanism study reveals that 1,4-diketones are not likely to be the intermediates of the reaction.

acylsilaneα,β-unsaturated ketonecarbenephoto chemistrycyclization-aromatizationfuran

Zhihong Zhu、Weilu Zhang、Yizhi Zhang、Shanshan Liu、Xiao Shen

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Institute for Advanced Studies,Engineering Research Center of Organosilicon Compounds and Materials,Ministry of Education,Wuhan University,Wuhan 430072

国家自然科学基金中央高校基本科研业务费专项武汉大学项目

21901191

2023

中国化学会会刊(英文)

中国化学会会刊(英文)

CSCD
ISSN:
年,卷(期):2023.5(2)
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