CHLOROVINYLIDENECARBENE - GENERATION FROM 3,3-DICHLOROPROPYNE BY INTERACTION WITH POTASSIUM HYDROXIDE UNDER PHASE-TRANSFER CATALYSIS CONDITIONS AND REACTIONS WITH ALKENES

Authors
SHAVRIN KN SHVEDOVA IB NEFEDOV OM
Citation
Kn. Shavrin et al., CHLOROVINYLIDENECARBENE - GENERATION FROM 3,3-DICHLOROPROPYNE BY INTERACTION WITH POTASSIUM HYDROXIDE UNDER PHASE-TRANSFER CATALYSIS CONDITIONS AND REACTIONS WITH ALKENES, Russian chemical bulletin, 42(7), 1993, pp. 1185-1187
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
42
Issue
7
Year of publication
1993
Pages
1185 - 1187
Database
ISI
SICI code
1066-5285(1993)42:7<1185:C-GF3B>2.0.ZU;2-C
Abstract
Chlorination of propargyl aldehyde with PCI5 in CH2Cl2 at -20-degrees- C the presence of catalytic amounts of pyridine afforded dichloromethy lacetylene. Reaction of the latter with powdered KOH under phase-trans fer catalysis conditions gave chlorovinylidenecarbene due to gamma-eli mination of HCl. In the presence of alkenes the carbene undergoes addi tion at the double bond giving chlorovinylidenecyclopropanes in 20-45 % yields.