Selective carbonylation routes to thiocarbamates. An alternative to phosgene

Authors
Jones, WD Reynolds, KA Sperry, CK Lachicotte, RJ Godleski, SA Valente, RR
Citation
Wd. Jones et al., Selective carbonylation routes to thiocarbamates. An alternative to phosgene, ORGANOMETAL, 19(9), 2000, pp. 1661-1669
Citations number
33
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
02767333 → ACNP
Volume
19
Issue
9
Year of publication
2000
Pages
1661 - 1669
Database
ISI
SICI code
0276-7333(20000501)19:9<1661:SCRTTA>2.0.ZU;2-7
Abstract
A new route for the synthesis of thiocarbamates using a transition metal co mplex and CO as a replacement for phosgene has been discovered. The complex (PPh3)(2)PdCl2 reacts with N-benzylmethylamine, 4-chlorobenzenethiol, and CO to selectively generate a thiocarbamate. Kinetic studies and the isolati on of several intermediates in this reaction allow for the proposal of a me chanistic scheme.