Dichotomy in the reaction between cinnamyl dithiocarboxylates and tetracyanoethylene with the formation of 7,8-dithiabicyclo[3.2.1]octanes and dithioacyloxycyclopentanes

Autor: Magedov, I. V., Shapakin, S. Yu., Batsanov, A. S., Struchkov, Yu. T., Drozd, V. N.
Zdroj: Russian Chemical Bulletin; September 1995, Vol. 44 Issue: 9 p1735-1739, 5p
Abstrakt: The reaction of cinnamyl dithiocarboxylates (1) containing electron-donating substituents at the central carbon atom of the dithioester group (R = p-MeOC6H4, EtO, andp-Tol) with tetracyanoethylene affords 2,2,3,3-tetracyano-4-endo-phenyl-7,8-dithiabicyclo[3.2.1]octanes (2) as well as isomeric 3,3,4,4-tetracyano-2-phenyl-trans-1-dithioacyloxycyclopentanes (3). Dithiabicyclooctanes2 rearrange to the corresponding cyclopentanes3 upon thermolysis.
Databáze: Supplemental Index
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