DICHOTOMY IN THE REACTION BETWEEN CINNAMYL DITHIOCARBOXYLATES AND TETRACYANOETHYLENE WITH THE FORMATION OF 7,8-DITHIABICYCLO[3.2.1]OCTANES AND DITHIOACYLOXYCYCLOPENTANES

Authors
MAGEDOV IV SHAPAKIN SY BATSANOV AS STRUCHKOV YT DROZD VN
Citation
Iv. Magedov et al., DICHOTOMY IN THE REACTION BETWEEN CINNAMYL DITHIOCARBOXYLATES AND TETRACYANOETHYLENE WITH THE FORMATION OF 7,8-DITHIABICYCLO[3.2.1]OCTANES AND DITHIOACYLOXYCYCLOPENTANES, Russian chemical bulletin, 44(9), 1995, pp. 1735-1739
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
44
Issue
9
Year of publication
1995
Pages
1735 - 1739
Database
ISI
SICI code
1066-5285(1995)44:9<1735:DITRBC>2.0.ZU;2-0
Abstract
The reaction of cinnamyl dithiocarboxylates (1) containing electron-do nating substituents at the central carbon atom of the dithioester grou p (R = p-MeOC(6)H(4), EtO, and p-Tol) with tetracyanoethylene affords yano-4-endo-phenyl-7,8-dithiabicyclo[3.2.1]octanes (2) as well as isom eric acyano-2-phenyl-trans-1-dithioacyloxycyclopentanes (3). Dithiabic yclooctanes 2 rearrange to the corresponding cyclopentanes 3 upon ther molysis.