Regioselective control of the thiocarbonylation of terminal acetylenes with arylthiols catalyzed by Pd(II) and diphosphine ligands

Authors
El Ali, B Tijani, J El-Ghanam, A Fettouhi, M
Citation
B. El Ali et al., Regioselective control of the thiocarbonylation of terminal acetylenes with arylthiols catalyzed by Pd(II) and diphosphine ligands, TETRAHEDR L, 42(8), 2001, pp. 1567-1570
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
8
Year of publication
2001
Pages
1567 - 1570
Database
ISI
SICI code
0040-4039(20010219)42:8<1567:RCOTTO>2.0.ZU;2-O
Abstract
Control of the regioselective thiocarbonylation of terminal acetylenes 1a-e with arylthiols 2a,b was successfully achieved by using Pd(OAc)(2) and 1,4 -bis(diphenylphosphino)butane (dppb), or 1,3-bis(diphenylphosphino)propane (dppp), as catalysts. The formation of the thioesters 3 or 4 depends mainly on the type of ligand (dppp or dppb) and the solvent (THF or CH2Cl2) under CO/H+ or syngas mixture. (C) 2001 Elsevier Science Ltd. All rights reserve d.