PALLADIUM-CATALYZED HYDROESTERIFICATION OF ALKYNES IN THE PRESENCE OF P-TOLUENESULFONIC ACID UNDER A NORMAL-PRESSURE OF CARBON-MONOXIDE

被引:48
作者
KUSHINO, Y [1 ]
ITOH, K [1 ]
MIURA, M [1 ]
NOMURA, M [1 ]
机构
[1] OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN
来源
JOURNAL OF MOLECULAR CATALYSIS | 1994年 / 89卷 / 1-2期
关键词
ALKYNES; CARBON MONOXIDE; HYDROESTERIFICATION; PALLADIUM;
D O I
10.1016/0304-5102(93)E0324-A
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
Hydroesterification of terminal alkynes with butanol proceeds smoothly and efficiently under a normal pressure of carbon monoxide by using a catalyst system of Pd(dba)2/PPh3/TsOH (dba = dibenzylideneacetone, TsOH = p-toluenesulfonic acid) to give the corresponding 2-substituted 2-propenoic acid butyl esters in good selectivity and yield. Internal alkynes can also be hydroesterified under similar conditions.
引用
收藏
页码:151 / 158
页数:8
相关论文
共 14 条
[1]  
ALI BE, 1991, J MOL CATAL, V67, P29
[2]  
ATAMORE C, 1993, ORGANOMETALLICS, V12, P3168
[3]   EFFICIENT PALLADIUM CATALYSTS FOR THE CARBONYLATION OF ALKYNES [J].
DRENT, E ;
ARNOLDY, P ;
BUDZELAAR, PHM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 455 (1-2) :247-253
[4]  
Heck R. F., 1985, PALLADIUM REAGENTS O
[5]   A FACILE, PRACTICAL SYNTHESIS OF 2-(6-METHOXY-2-NAPHTHYL)PROPENOIC ACID [J].
HIYAMA, T ;
WAKASA, N ;
UEDA, T ;
KUSUMOTO, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (02) :640-642
[6]   PALLADIUM-CATALYZED ARYLOXYCARBONYLATION OF TERMINAL ALKYNES [J].
ITOH, K ;
MIURA, M ;
NOMURA, M .
TETRAHEDRON LETTERS, 1992, 33 (37) :5369-5372
[7]  
MORI K, 1975, CHEM LETT, P35
[8]  
MULLEN A, 1980, NEW SYNTHESES CARBON, pCH3
[9]   ASYMMETRIC HYDROGENATION OF UNSATURATED CARBOXYLIC-ACIDS CATALYZED BY BINAP-RUTHENIUM(II) COMPLEXES [J].
OHTA, T ;
TAKAYA, H ;
KITAMURA, M ;
NAGAI, K ;
NOYORI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (14) :3174-3176
[10]   SYNTHESIS OF ARYLACETYLENE AND VINYLACETYLENE DERIVATIVES BY COPPER-CATALYZED REACTION OF ARYL AND VINYL IODIDES WITH TERMINAL ALKYNES [J].
OKURO, K ;
FURUUNE, M ;
ENNA, M ;
MIURA, M ;
NOMURA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (17) :4716-4721