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

Citation
Dj. Chang et Bs. Park, Highly efficient photoinduced rearrangement of benzobicyclo[3.1.0]hexenones to 1-naphthols, TETRAHEDR L, 42(4), 2001, pp. 711-713
Citations number
17
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
0040-4039 → ACNP
Volume
42
Issue
4
Year of publication
2001
Pages
711 - 713
Database
ISI
SICI code
0040-4039(20010122)42:4<711:HEPROB>2.0.ZU;2-N
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) v ia 3-(o-tolyl)-1 (2H)-naphthalenones. The reaction is suggested to occur ma inly from (n, pi*)(3) state with a reaction rate higher than 10(10) s(-1). (C) 2001 Elsevier Science Ltd. All rights reserved.