CHROMIUM(VI) OXIDATIONS OF ALKYNES

被引:31
作者
SHEATS, WB [1 ]
OLLI, LK [1 ]
STOUT, R [1 ]
LUNDEEN, JT [1 ]
JUSTUS, R [1 ]
NIGH, WG [1 ]
机构
[1] UNIV PUGET SOUND,DEPT CHEM,TACOMA,WA 98416
关键词
D O I
10.1021/jo01337a011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The distribution of products from the reaction of several chromium(XI) reagents with various alkynes was studied in order to determine the most efficient reagent for α-oxidation. Chromic acid, chromyl acetate, chromyl chloride, fert-butyl chromate, chromium trioxide-pyridine complex, and pyridinium chlorochromate were compared with regard to their ability to oxidize diphenylethyne, 1-phenyl-l-ethyne, 1-phenyl-l-ethyne, 2-decyne, 5-decyne, 4-octyne, and 7-tetradecyne. The chromium trioxide-pyridine complex and pyridinium chlorochromate were found to be the most efficient reagents for preparing conjugated ynones. © 1979, American Chemical Society. All rights reserved.
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收藏
页码:4075 / 4078
页数:4
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