Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes

Qiang Liu; Junlei Wang; Dazhi Li; Guo Lin Gao; Chao Yang; Yuan Gao; Wujiong Xia

doi:10.1021/acs.joc.7b01055

Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes

Qiang Liu
, Junlei Wang
, Dazhi Li
, Guo Lin Gao
, Chao Yang^*
, Yuan Gao
, Wujiong Xia

^*Corresponding author for this work

Harbin Institute of Technology Shenzhen
Yantai University

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

12 Scopus citations

Abstract

The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.

Original language	English
Pages (from-to)	7856-7868
Number of pages	13
Journal	Journal of Organic Chemistry
Volume	82
Issue number	15
DOIs	https://doi.org/10.1021/acs.joc.7b01055
State	Published - 4 Aug 2017
Externally published	Yes

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title = "Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes",

abstract = "The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.",

author = "Qiang Liu and Junlei Wang and Dazhi Li and Gao, \{Guo Lin\} and Chao Yang and Yuan Gao and Wujiong Xia",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

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doi = "10.1021/acs.joc.7b01055",

language = "英语",

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T1 - Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes

AU - Liu, Qiang

AU - Wang, Junlei

AU - Li, Dazhi

AU - Gao, Guo Lin

AU - Yang, Chao

AU - Gao, Yuan

AU - Xia, Wujiong

PY - 2017/8/4

Y1 - 2017/8/4

N2 - The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.

AB - The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.

UR - https://www.scopus.com/pages/publications/85027062942

U2 - 10.1021/acs.joc.7b01055

DO - 10.1021/acs.joc.7b01055

M3 - 文章

C2 - 28699349

AN - SCOPUS:85027062942

SN - 0022-3263

VL - 82

SP - 7856

EP - 7868

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes

Abstract

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