Synthesis of γ-halogenated ketones via the Ce(IV)-mediated oxidative coupling of cyclobutanols and inorganic halides

被引：42
作者：
Casey, Brian M. [1 ]
Eakin, Cynthia A. [1 ]
Flowers, Robert A., II [1 ]
机构：
[1] Lehigh Univ, Dept Chem, Bethlehem, PA 18015 USA
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 12期
基金：
美国国家卫生研究院;
关键词：
CAN; Cyclobutanol; gamma-Substituted ketone; Oxidative coupling; CERIUM(IV) AMMONIUM-NITRATE; SOLVENT-DEPENDENT CHEMOSELECTIVITIES; RADICAL-CATION; ALKYL-HALIDES; EFFICIENT;
D O I：
10.1016/j.tetlet.2008.12.114
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A straightforward method for the synthesis of gamma-halo-substituted ketones formed via the CAN-initiated oxidative addition of halides to 1-substituted cyclobutanols has been developed. This method has short reaction times, and provides access to a range of bromo and iodo gamma-substituted ketones in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.
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收藏
页码：1264 / 1266
页数：3
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