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

Yutian Shao; Chao Yang; Weijun Gui; Yang Liu; Wujiong Xia

doi:10.1039/c2cc17960a

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

Yutian Shao
, Chao Yang
, Weijun Gui
, Yang Liu
, Wujiong Xia^*

^*Corresponding author for this work

Harbin Institute of Technology
Lanzhou University

Research output: Contribution to journal › Article › peer-review

28 Scopus citations

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.

Original language	English
Pages (from-to)	3560-3562
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	29
DOIs	https://doi.org/10.1039/c2cc17960a
State	Published - 12 Mar 2012

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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.",

author = "Yutian Shao and Chao Yang and Weijun Gui and Yang Liu and Wujiong Xia",

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doi = "10.1039/c2cc17960a",

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journal = "Chemical Communications",

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T1 - Photochemical studies on aromatic γ,δ-epoxy ketones

T2 - Efficient synthesis of benzocyclobutanones and indanones

AU - Shao, Yutian

AU - Yang, Chao

AU - Gui, Weijun

AU - Liu, Yang

AU - Xia, Wujiong

PY - 2012/3/12

Y1 - 2012/3/12

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84863343696

U2 - 10.1039/c2cc17960a

DO - 10.1039/c2cc17960a

M3 - 文章

AN - SCOPUS:84863343696

SN - 1359-7345

VL - 48

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EP - 3562

JO - Chemical Communications

JF - Chemical Communications

IS - 29

ER -

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

Abstract

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