INSERTION OF CARBON-MONOXIDE INTO ALLYLIC CARBON-SULFUR BONDS CATALYZED BY PALLADIUM AND RUTHENIUM COMPLEXES

Citation
Cm. Crudden et H. Alper, INSERTION OF CARBON-MONOXIDE INTO ALLYLIC CARBON-SULFUR BONDS CATALYZED BY PALLADIUM AND RUTHENIUM COMPLEXES, Journal of organic chemistry, 60(17), 1995, pp. 5579-5587
Citations number
62
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
60
Issue
17
Year of publication
1995
Pages
5579 - 5587
Database
ISI
SICI code
0022-3263(1995)60:17<5579:IOCIAC>2.0.ZU;2-C
Abstract
The metal complex-catalyzed insertion of carbon monoxide into the C-S bond of various allylic sulfides affords thioesters in up to 88% yield . The reaction is catalyzed by various palladium complexes, with conco mitant isomerization of the olefin into conjugation with the carbonyl group. In these cases, only the trans isomer was detected by H-1 NMR s pectroscopy. Ruthenium complexes also catalyzed the carbonylation but the initially formed beta,gamma-thioester was not isomerized.