Trihalogenomethylsulphenylation of tetraisopropyl methylenebisphosphonates
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 9,p. 1935-1939
- https://doi.org/10.1039/p19850001935
Abstract
Trihalogenomethylthiomethylenebisphosphonates, [(PriO)2PO]2CRSCClnF3-n(n= O–2; R = H,Me), are formed by the reaction of salts of tetraisopropyl methylenebisphosphonates, [(PriO)2PO]2CRM (M = Li,Na; R = H,Me), with trihalogenomethanesulphenyl chlorides, CClnF3-nSCl (n= 0–2). The ester products are transesterified with bromotrimethylsilane and hydrolysed with aqueous methanolic sodium hydroxide to give the corresponding tetrasodium salts of the bisphosphonic acids. The sulphenylation reactions are complex and are facilitated by the use of Lewis acids. Sulphenylations using chlorodifluoro-and dichloro-methanesulphenyl chlorides afford unexpected additional products arising from chlorine replacement by fluorine.This publication has 0 references indexed in Scilit: