Regioselective hydroesterification of 1-alkynes catalyzed by palladium-phosphine complexes

被引:27
作者
Akao, M [1 ]
Sugawara, S [1 ]
Amino, K [1 ]
Inoue, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Engn, Dept Chem Mat, Aoba Ku, Sendai, Miyagi 9808579, Japan
关键词
1-alkyne; hydroesterification; palladium complex;
D O I
10.1016/S1381-1169(00)00053-4
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The reaction of 1-alkynes, CO, and methanol (hydroesterification) catalyzed by palladium-phosphine complexes has been studied in acetonitrile media. Branched alpha,beta-unsaturated ester was mainly produced in the presence of a catalytic amount of a palladium complex containing PPh3. In contrast, dppf-based palladium complexes showed excellent regioselectivity for the formation of linear alpha,beta-unsaturated ester. On the other hand, hydroesterification of 1,7-octadiyne with a catalyst system of Pd(OAc)(2)/PPh3/TsOH followed a different path to give a cyclized carbonylation product as the major product. A tentative mechanism involving a Pd-H species has been proposed for these reactions. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:117 / 122
页数:6
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