FORMATION OF BICYCLIC ADDUCTS IN THE REACTIONS OF FLUORINATED 2,4-CYCLOHEXADIEN-1-ONES WITH 2-CARBOXYBENZENEDIAZONIUM

Authors
BOGACHEV AA KOBRINA LS SHTEINGARTS VD
Citation
Aa. Bogachev et al., FORMATION OF BICYCLIC ADDUCTS IN THE REACTIONS OF FLUORINATED 2,4-CYCLOHEXADIEN-1-ONES WITH 2-CARBOXYBENZENEDIAZONIUM, Russian chemical bulletin, 43(9), 1994, pp. 1546-1549
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
9
Year of publication
1994
Pages
1546 - 1549
Database
ISI
SICI code
1066-5285(1994)43:9<1546:FOBAIT>2.0.ZU;2-U
Abstract
Benzyne generated during the decomposition of 2-carboxybenzenediazoniu m interacts with oro-2,3,4,5,6-pentafluoro-2,4-cyclohexadien-1-one, 5, 6-tetrafluoro-3-methoxy-2,4-cyclohexadien-1-one, ro-3-(pentafluorophen oxy)-2,4-cyclohexadien-1-one, and perfluoro-6-phenoxy-2,4-cyclohexadie n-1-one to form [4+2]-cycloaddition products. The latter are easily co nverted to 1-naphthylacetic acid derivatives by the action of O- and N -nucleophiles.