Hydrophosphonylation of activated alkenes and alkynes via fluoride ion activation in ionic liquid medium

TitleHydrophosphonylation of activated alkenes and alkynes via fluoride ion activation in ionic liquid medium
Publication TypeJournal Article
Year of Publication2009
AuthorsBalaraman, E, Srinivas, V, Swamy, KCKumara
JournalTetrahedron
Volume65
Issue35
Pagination7603–7610
Date PublishedJUL
Abstract

A simple transition metal-free hydro/hydrothiophosphonylation of Baylis–Hillman adducts, substituted allyl bromides, allenylphosphonates and alkynes, promoted by fluoride ion in ionic liquid, is described. Clear-cut evidence for fluoride activation of the phosphite via pentacoordinate phosphorus is provided for the first time. Also, in a comparative reaction, the product obtained was different from that from the palladium catalyzed one. Structures of key products are proven by X-ray crystallography.

DOI10.1016/j.tet.2009.06.096
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.011

Divison category: 
Catalysis and Inorganic Chemistry