Highly efficient photoinduced rearrangement of benzobicyclo[3.1.0]hexenones to 1-naphthols

Dong Jo Chang; Bong Ser Park

doi:10.1016/S0040-4039(00)02042-6

Highly efficient photoinduced rearrangement of benzobicyclo[3.1.0]hexenones to 1-naphthols

Dong Jo Chang, Bong Ser Park

Department of Chemistry

Dongguk University

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

13 Scopus citations

Abstract

Irradiation of 1-(o-tolyl)-3,4-benzobicyclo[3.1.0]hexenones (1) in benzene at 365 nm has resulted in clean conversion to 3-(o-tolyl)-1-naphthols (2) via 3-(o-tolyl)-1(2H)-naphthalenones. The reaction is suggested to occur mainly from (n, π*)³ state with a reaction rate higher than 10¹⁰ s^-1.

Original language	English
Pages (from-to)	711-713
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	4
DOIs	https://doi.org/10.1016/S0040-4039(00)02042-6
State	Published - 22 Jan 2001

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title = "Highly efficient photoinduced rearrangement of benzobicyclo[3.1.0]hexenones to 1-naphthols",

abstract = "Irradiation of 1-(o-tolyl)-3,4-benzobicyclo[3.1.0]hexenones (1) in benzene at 365 nm has resulted in clean conversion to 3-(o-tolyl)-1-naphthols (2) via 3-(o-tolyl)-1(2H)-naphthalenones. The reaction is suggested to occur mainly from (n, π*)3 state with a reaction rate higher than 1010 s-1.",

author = "{Jo Chang}, Dong and {Ser Park}, Bong",

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T1 - Highly efficient photoinduced rearrangement of benzobicyclo[3.1.0]hexenones to 1-naphthols

AU - Jo Chang, Dong

AU - Ser Park, Bong

PY - 2001/1/22

Y1 - 2001/1/22

N2 - Irradiation of 1-(o-tolyl)-3,4-benzobicyclo[3.1.0]hexenones (1) in benzene at 365 nm has resulted in clean conversion to 3-(o-tolyl)-1-naphthols (2) via 3-(o-tolyl)-1(2H)-naphthalenones. The reaction is suggested to occur mainly from (n, π*)3 state with a reaction rate higher than 1010 s-1.

AB - Irradiation of 1-(o-tolyl)-3,4-benzobicyclo[3.1.0]hexenones (1) in benzene at 365 nm has resulted in clean conversion to 3-(o-tolyl)-1-naphthols (2) via 3-(o-tolyl)-1(2H)-naphthalenones. The reaction is suggested to occur mainly from (n, π*)3 state with a reaction rate higher than 1010 s-1.

UR - http://www.scopus.com/inward/record.url?scp=0035931611&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)02042-6

DO - 10.1016/S0040-4039(00)02042-6

M3 - Article

AN - SCOPUS:0035931611

SN - 0040-4039

VL - 42

SP - 711

EP - 713

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Highly efficient photoinduced rearrangement of benzobicyclo[3.1.0]hexenones to 1-naphthols

Abstract

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