Palladium-catalyzed 1,4-addition of terminal alkynes to acrolein

被引：4

作者：

Wang, Haining ^{[1
]}

Hearne, Zoe ^{[1
]}

Knauber, Thomas ^{[1
]}

Dalko, Maria ^{[2
]}

Hitce, Julien ^{[2
]}

Marat, Xavier ^{[2
]}

Moreau, Magali ^{[3
]}

Li, Chao-Jun ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, FQRNT Ctr Green Chem & Catalysis, Montreal, PQ H3A 0B8, Canada

[2] LOreal R&I, Aulnay Sous Bois, France

[3] LOreal R&I, Clark, NJ 07066 USA

来源：

TETRAHEDRON | 2015年 / 71卷 / 35期

基金：

加拿大自然科学与工程研究理事会;

关键词：

Palladium catalyst; Conjugate addition; Terminal alkynes; Acrolein; 4-Alkynals; CONJUGATE ADDITION; CYCLOPENTENONES; ALKYNYLATION;

D O I：

10.1016/j.tet.2015.05.087

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Pd(OAc)(2)-PMe3 catalyzed 1,4-addition of terminal alkynes to acrolein has been developed with an environmentally conscious methodology on water. The reaction conditions were optimized to favor 1,4-addition over acrolein polymerization. The scope of the reaction was explored as well as its performance in acetone. A wide variety of 4-alkynals were obtained in moderate to good yields, thus showing the versatility of this reaction. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：5866 / 5870

页数：5

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