SYNTHESIS OF NEW ALPHA-HYDROXYPHOSPHONATES, ALPHA-HALOGENOPHOSPHONATES AND VINYLPHOSPHONATES DERIVED FROM 5,5-DIMETHYL-1,3,2-DIOXAPHOSPHINAN-2-ONE

Authors
KUMARASWAMY S SELVI RS SWAMY KCK
Citation
S. Kumaraswamy et al., SYNTHESIS OF NEW ALPHA-HYDROXYPHOSPHONATES, ALPHA-HALOGENOPHOSPHONATES AND VINYLPHOSPHONATES DERIVED FROM 5,5-DIMETHYL-1,3,2-DIOXAPHOSPHINAN-2-ONE, Synthesis, (2), 1997, pp. 207
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
2
Year of publication
1997
Database
ISI
SICI code
0039-7881(1997):2<207:SONAA>2.0.ZU;2-1
Abstract
Several alpha-hydroxyphosphonates have been prepared by the Pudovik re action of the cyclic phosphite 5,5-dimethyl-1,3,2-dioxaphosphinan-2-on e with aldehydes and beta-oxo aldehydes. These can be readily converte d to alpha-chloro- or alpha-bromophosphonates in excellent yield by si mply treating them with thionyl chloride or bromide. Reaction with pho sphorus triiodide gave alpha-iodophosphonates and alpha-hydridophospho nates. The Pudovik products obtained from beta-oxo aldehydes can be re adily dehydrated to give vinylphosphonates.