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

B. El Ali; J. Tijani; A. El-Ghanam; M. Fettouhi

doi:10.1016/S0040-4039(00)02169-9

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

B. El Ali^*
, J. Tijani
, A. El-Ghanam
, M. Fettouhi

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

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.

Original language	English
Pages (from-to)	1567-1570
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4039(00)02169-9
State	Published - 19 Feb 2001

Bibliographical note

Funding Information:
We thank King Fahd University of Petroleum & Minerals (KFUPM, Saudi Arabia) for providing the facility and for financial support of this project.

Keywords

Alkynes
Carbonylation
Palladium
Syngas
Thioesters
Thiophenols

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)02169-9

Cite this

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

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.",

keywords = "Alkynes, Carbonylation, Palladium, Syngas, Thioesters, Thiophenols",

author = "\{El Ali\}, B. and J. Tijani and A. El-Ghanam and M. Fettouhi",

note = "Funding Information: We thank King Fahd University of Petroleum \& Minerals (KFUPM, Saudi Arabia) for providing the facility and for financial support of this project. ",

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doi = "10.1016/S0040-4039(00)02169-9",

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T1 - Regioselective control of the thiocarbonylation of terminal acetylenes with arylthiols catalyzed by Pd(II) and diphosphine ligands

AU - El Ali, B.

AU - Tijani, J.

AU - El-Ghanam, A.

AU - Fettouhi, M.

N1 - Funding Information: We thank King Fahd University of Petroleum & Minerals (KFUPM, Saudi Arabia) for providing the facility and for financial support of this project.

PY - 2001/2/19

Y1 - 2001/2/19

N2 - 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.

AB - 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.

KW - Alkynes

KW - Carbonylation

KW - Palladium

KW - Syngas

KW - Thioesters

KW - Thiophenols

UR - https://www.scopus.com/pages/publications/0035910998

U2 - 10.1016/S0040-4039(00)02169-9

DO - 10.1016/S0040-4039(00)02169-9

M3 - Article

AN - SCOPUS:0035910998

SN - 0040-4039

VL - 42

SP - 1567

EP - 1570

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

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

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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