Bu4NI-catalyzed α-acyloxylation reaction of ethers and ketones with aldehydes and tert-butyl hydroperoxide

被引:24
|
作者
Zhu, Feng [1 ]
Wang, Zhong-Xia [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
alpha-Acyloxylation; Ethers; Ketones; TBHP oxidation; Iodide catalysis; FREE OXIDATIVE ESTERIFICATION; CARBOXYLIC-ACIDS; MANGANESE(III) ACETATE; CONJUGATE ADDITION; PRINS CYCLIZATIONS; CARBONYL-COMPOUNDS; COUPLING REACTIONS; LEAD-TETRAACETATE; ACETOXY KETONES; DERIVATIVES;
D O I
10.1016/j.tet.2014.11.002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of (hetero)aromatic aldehydes or cinnamaldehyde with di-/multi-ethers in the presence of Bu4NI and tert-butyl hydroperoxide generated corresponding alpha-acyloxy ethers. Reactions between (hetero)aromatic aldehydes or cyclohexanecarbaldehyde with arylalkyl ketones under similar conditions resulted in a-acyloxy ketones. Collectively, Bu4NI-catalyzed alpha-acyloxylation reactions exhibit a broad scope of substrates and a high compatibility with functional groups. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9819 / 9827
页数:9
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