REACTION OF 2,2-DIFLUOROVINYL KETONES WITH HETEROATOM NUCLEOPHILES - A GENERAL ONE-POT SYNTHESIS OF ALPHA-OXOKETENE ACETALS

Authors
ICHIKAWA J KOBAYASHI M YOKOTA N NODA Y MINAMI T
Citation
J. Ichikawa et al., REACTION OF 2,2-DIFLUOROVINYL KETONES WITH HETEROATOM NUCLEOPHILES - A GENERAL ONE-POT SYNTHESIS OF ALPHA-OXOKETENE ACETALS, Tetrahedron, 50(40), 1994, pp. 11637-11646
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
40
Year of publication
1994
Pages
11637 - 11646
Database
ISI
SICI code
0040-4020(1994)50:40<11637:RO2KWH>2.0.ZU;2-D
Abstract
2,2-Difluorovinyl ketones readily react with heteroatom nucleophiles s uch as thiols, alcohols, and amines to undergo stepwise replacement of the two fluorine atoms via addition-elimination process. The reaction affords alpha-oxoketene acetals including S,S-, N,S-, N,N-, O,S-, and O,O-acetals in good to excellent yields.