Palladium-catalysed mono-α-alkenylation of ketones with alkenyl tosylates

被引：16

作者：

Wu, Yong ^{[1
]}

Fu, Wai Chung ^{[2
,3
]}

Chiang, Chien-Wei ^{[1
]}

Choy, Pui Ying ^{[2
,3
]}

Kwong, Fuk Yee ^{[2
,3
]}

Lei, Aiwen ^{[1
,4
]}

机构：

[1] Wuhan Univ, Coll Chem & Mol Sci, Inst Adv Studies, Wuhan 430072, Hubei, Peoples R China

[2] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China

[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

[4] Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 05期

基金：

中国国家自然科学基金;

关键词：

ARYL CHLORIDES; REDUCTIVE ELIMINATION; CARBONYL-COMPOUNDS; PHOSPHINE-LIGANDS; MILD CONDITIONS; ARYLATION; MESYLATES; COMPLEX; METAL; IDENTIFICATION;

D O I：

10.1039/c6cc08392g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first example of palladium-catalysed selective mono-alpha-alkenylation of ketones with alkenyl tosylates is described. In the presence of a Pd/XPhos catalyst system (0.1-1.0 mol%), the reaction provides mono-alpha-alkenylated ketones in good yields and exhibits excellent substrate tolerance. Highly congested, tri- and tetra-substituted alkenyl tosylates react smoothly and even problematic heteroaryl and aliphatic ketones are applicable substrates. Notably, small beta,gamma-unsaturated ketones are successfully prepared using acetone as a simple three-carbon feedstock.

引用

页码：952 / 955

页数：4

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