AN ALTERNATIVE SYNTHESIS OF CHLORINATED BIPHENYL METHYLSULFONYL METABOLITES

Citation
Rd. Mortimer et Wh. Newsome, AN ALTERNATIVE SYNTHESIS OF CHLORINATED BIPHENYL METHYLSULFONYL METABOLITES, Chemosphere, 32(5), 1996, pp. 935-946
Citations number
27
Categorie Soggetti
Environmental Sciences
Journal title
ISSN journal
00456535
Volume
32
Issue
5
Year of publication
1996
Pages
935 - 946
Database
ISI
SICI code
0045-6535(1996)32:5<935:AASOCB>2.0.ZU;2-Q
Abstract
Published methods of synthesizing chlorinated biphenyl methylsulfones require the separation of a complex mixture of impurities and isomers using both normal and reverse phase HPLC. Even with semi-preparative s cale equipment, the process is tedious and time-consuming. In this rep ort, the palladium-catalyzed addition of an aryl iodide to an aryl tri methylstannane has been exploited to produce these compounds in high p urity (greater than or equal to 99%) using conventional techniques of purification. The reaction has been demonstrated for a group of methyl sulfonyl CBs representing 0 to 3 ortho-chlorine interactions between t he biphenyl rings and with the methylsulfonyl group at either the 3- o r 4-position.