Pd(II) - dppb and syngas catalyze regioselective hydroesterification of terminal alkynes under neutral conditions

Bassam El Ali; Jimoh Tijani; Abdel Moneim El-Ghanam

doi:10.1016/S0040-4039(01)00152-6

Pd(II) - dppb and syngas catalyze regioselective hydroesterification of terminal alkynes under neutral conditions

Bassam El Ali^*
, Jimoh Tijani
, Abdel Moneim El-Ghanam

^*Corresponding author for this work

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

20 Scopus citations

Abstract

Palladium(II) regioselectively catalyzes the hydroesterification of terminal alkynes under syngas forming α,β-unsaturated esters 3 and 4 in excellent chemical yields under neutral conditions. The high selectivity for the linear ester 4 was obtained with a catalytic system that includes Pd(II), 1,4-bis(diphenylphosphino)butane (dppb) and CO/H₂ in CH₂Cl₂ as solvent. The control of the regioselectivity depends strongly upon the type of ligand, the solvent and the use of the syngas mixture.

Original language	English
Pages (from-to)	2385-2387
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	12
DOIs	https://doi.org/10.1016/S0040-4039(01)00152-6
State	Published - 18 Mar 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

Alcohols
Alkynes
Carbonylation
Hydroesterification
Palladium(II)
Syngas
Unsaturated esters

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)00152-6

Cite this

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title = "Pd(II) - dppb and syngas catalyze regioselective hydroesterification of terminal alkynes under neutral conditions",

abstract = "Palladium(II) regioselectively catalyzes the hydroesterification of terminal alkynes under syngas forming α,β-unsaturated esters 3 and 4 in excellent chemical yields under neutral conditions. The high selectivity for the linear ester 4 was obtained with a catalytic system that includes Pd(II), 1,4-bis(diphenylphosphino)butane (dppb) and CO/H2 in CH2Cl2 as solvent. The control of the regioselectivity depends strongly upon the type of ligand, the solvent and the use of the syngas mixture.",

keywords = "Alcohols, Alkynes, Carbonylation, Hydroesterification, Palladium(II), Syngas, Unsaturated esters",

author = "\{El Ali\}, Bassam and Jimoh Tijani and El-Ghanam, \{Abdel Moneim\}",

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. ",

year = "2001",

month = mar,

day = "18",

doi = "10.1016/S0040-4039(01)00152-6",

language = "English",

volume = "42",

pages = "2385--2387",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "12",

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TY - JOUR

T1 - Pd(II) - dppb and syngas catalyze regioselective hydroesterification of terminal alkynes under neutral conditions

AU - El Ali, Bassam

AU - Tijani, Jimoh

AU - El-Ghanam, Abdel Moneim

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 - 2001/3/18

Y1 - 2001/3/18

N2 - Palladium(II) regioselectively catalyzes the hydroesterification of terminal alkynes under syngas forming α,β-unsaturated esters 3 and 4 in excellent chemical yields under neutral conditions. The high selectivity for the linear ester 4 was obtained with a catalytic system that includes Pd(II), 1,4-bis(diphenylphosphino)butane (dppb) and CO/H2 in CH2Cl2 as solvent. The control of the regioselectivity depends strongly upon the type of ligand, the solvent and the use of the syngas mixture.

AB - Palladium(II) regioselectively catalyzes the hydroesterification of terminal alkynes under syngas forming α,β-unsaturated esters 3 and 4 in excellent chemical yields under neutral conditions. The high selectivity for the linear ester 4 was obtained with a catalytic system that includes Pd(II), 1,4-bis(diphenylphosphino)butane (dppb) and CO/H2 in CH2Cl2 as solvent. The control of the regioselectivity depends strongly upon the type of ligand, the solvent and the use of the syngas mixture.

KW - Alcohols

KW - Alkynes

KW - Carbonylation

KW - Hydroesterification

KW - Palladium(II)

KW - Syngas

KW - Unsaturated esters

UR - https://www.scopus.com/pages/publications/0035906084

U2 - 10.1016/S0040-4039(01)00152-6

DO - 10.1016/S0040-4039(01)00152-6

M3 - Article

AN - SCOPUS:0035906084

SN - 0040-4039

VL - 42

SP - 2385

EP - 2387

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 12

ER -

Pd(II) - dppb and syngas catalyze regioselective hydroesterification of terminal alkynes under neutral conditions

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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