UNUSUAL HETEROCYCLIZATION IN THE TRANSFORMATION OF 6-HALOMETHYLSULFONYL-SUBSTITUTED BICYCLO[3.1.1]HEPTANE UNDER RAMBERG-BACKLUND REACTION CONDITIONS

Citation
Va. Vasin et al., UNUSUAL HETEROCYCLIZATION IN THE TRANSFORMATION OF 6-HALOMETHYLSULFONYL-SUBSTITUTED BICYCLO[3.1.1]HEPTANE UNDER RAMBERG-BACKLUND REACTION CONDITIONS, Mendeleev communications (Print), (3), 1998, pp. 122-125
Citations number
17
Categorie Soggetti
Chemistry
ISSN journal
09599436
Issue
3
Year of publication
1998
Pages
122 - 125
Database
ISI
SICI code
0959-9436(1998):3<122:UHITTO>2.0.ZU;2-7
Abstract
Boiling of 7-bromo(chloro)methylsulfonyl-endo-6-phenylbicyclo [3.l.1]h eptane in water-dioxane solutions of NaOH results in anti-6-hydroxy-7- methylene-syn-6-phenylbicyclo [3.1.1]heptane according to the Ramberg- Backlund reaction; in addition, a product of unusual heterocyclisation is formed, namely, 3-oxa-2-phenyl-5-thiatricyclo [4.4.0.0(2,7)]decane S,S-dioxide.