Direct conversion of bromohydrins to ketones by a free radical elimination of hydrogen bromide

被引:32
|
作者
Dolenc, D [1 ]
Harej, M [1 ]
机构
[1] Univ Ljubljana, Fach Chem & Chem Technol, SI-1000 Ljubljana, Slovenia
关键词
D O I
10.1021/jo016113y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Secondary beta-bromo alcohols can be transformed directly to ketones in very good yields by a free radical process. Tertiary beta-bromo alcohols do not react while the primary ones are transformed to aldehydes in lower yields. The reaction involves an abstraction of a hydrogen atom a to an OH group, followed by elimination of the bromine atom and subsequent tautomerization of an cool to a ketone.
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页码:312 / 313
页数:2
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