CYCLOCARBONYLATION CATALYZED BY PALLADIUM COMPLEXES

被引:11
作者
IWASAKI, M [1 ]
ISHII, Y [1 ]
HIDAI, M [1 ]
机构
[1] UNIV TOKYO, FAC ENGN, DEPT SYNTHET CHEM, BUNKYO KU, TOKYO 113, JAPAN
关键词
CARBONYLATION; PALLADIUM; CYCLOCARBONYLATION; FUSED AROMATIC COMPOUNDS; PHENOL DERIVATIVES;
D O I
10.5059/yukigoseikyokaishi.49.909
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recent reports on cyclocarbonylation reactions catalyzed by palladium complexes are briefly reviewed. These reactions provide useful synthetic routes to various types of compounds such as lactones, lactams, cyclic ketones, cyclic imides, and cyclic acid anhydrides. In the latter part of this review is described detailed account on the palladium-catalyzed cyclocarbonylation of substituted allyl compounds developed by the authors. As a typical reaction, 1-naphthyl acetate is obtained in 70-90% yield by the cyclocarbonylation of cinnamyl acetate in the presence of acetic anhydride, triethylamine, and a catalytic amount of palladium complex such as PdCl2-(PPh3)2 under 50-70 atm of carbon monoxide at 160-degrees-C. Acetoxy-substituted phenanthrenes, benzofurans, benzothiophenes, indoles, and carbazoles are also obtained in good yields by the similar reactions of 3-(aryl)allyl acetates. On the other hand, the cyclocarbonylation of 2,4-pentadienyl acetates selectively give phenyl acetates.
引用
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页码:909 / 918
页数:10
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