One-Step Conversion of Ketones to Conjugated Acids Using Bromoform

被引:16
|
作者
Vitnik, V. D. [1 ]
Ivanovic, M. D. [2 ]
Vitnik, Z. J. [2 ]
Dordevic, J. B. [3 ]
Zizak, Z. S. [4 ]
Juranic, Z. D. [4 ]
Juranic, I. O. [2 ]
机构
[1] ICTM Ctr Chem, Belgrade 11000, Serbia
[2] Univ Belgrade, Fac Chem, Belgrade, Serbia
[3] Univ Belgrade, Fac Agr, Zemun, Serbia
[4] Inst Oncol & Radiol Serbia, Belgrade, Serbia
关键词
Bromoform; phase-transfer-catalyzed reaction; -unsaturated carboxylic acids; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; CHIRAL LIGAND; CONVENIENT SYNTHESIS; ENOATES; CYCLOHEXANONE; REACTIVITY; INHIBITORS; PRECURSOR; DESIGN;
D O I
10.1080/00397910802531955
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of alpha,beta-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conjugated acids were obtained from cyclic or aromatic ketones, whereas bromo acids were obtained from 4-oxo-piperidine-1-carboxylic acid ethyl ester (13) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (14).
引用
收藏
页码:1457 / 1471
页数:15
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