IMPROVED METHOD FOR THE WACKER OXIDATION OF CYCLIC AND INTERNAL OLEFINS

被引：102

作者：

MILLER, DG ^{[1
]}

WAYNER, DDM ^{[1
]}

机构：

[1] NATL RES COUNCIL CANADA,DIV CHEM,OTTAWA K1A 0R6,ONTARIO,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 09期

关键词：

D O I：

10.1021/jo00296a067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An improved method for palladium(II)-catalyzed Wacker oxidation of cyclic and internal olefins is described. Addition of perchloric, sulfuric, nitric, or tetrafluoroboric acid to a chloride free solution of the Pd(II) catalyst gives rate enhancements of up to a factor of 50. The oxidation of cyclohexene to cyclohexanone, which was previously reported to give a 97% yield after 5 h, is now accomplished in 1 h quantitatively, with only one-third of the amount of Pd(II) used. Limitations of the method are also discussed. © 1990, American Chemical Society. All rights reserved.

引用

页码：2924 / 2927

页数：4

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