Strained cyclopropenes. Synthesis and reactions of 3-isopropenyl-6-methylbicyclo[4.1.0]hept-1(7)-ene in situ

Citation
Va. Startseva et al., Strained cyclopropenes. Synthesis and reactions of 3-isopropenyl-6-methylbicyclo[4.1.0]hept-1(7)-ene in situ, RUSS J G CH, 70(11), 2000, pp. 1760-1762
Citations number
6
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
11
Year of publication
2000
Pages
1760 - 1762
Database
ISI
SICI code
1070-3632(200011)70:11<1760:SCSARO>2.0.ZU;2-8
Abstract
7-Bromo-4-isopropenyl-1-methylbicyclo[4.1.0]heptane generated by electroche mical reduction of the corresponding dibromocyclopropane reacted with stron g bases to give short-lived 3-isopropenyl-6-methylbicyclo[4.1.0]hept-1(7)-e ne, whose formation was proved by Diels-Alder reactions with isoprene and a llocimene in situ. The reaction of 7-bromo-4-isopropenyl-1-methylbicyclo[4. 1.0]heptane with 2-mercaptoethanol in the presence of potassium tert-butoxi de demonstrated the possibility for formal replacement of the bromine atom in the substrate by sulfide moiety.