A General, One-Step Synthesis of α-Keto Esters

A General, One-Step Synthesis of α-Keto Esters
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α-酮酯的通用一步合成

DOI:
10.1080/00397918108065753
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发表时间:
1982
影响因子:
2.1
通讯作者:
A. Lovell
A. Lovell
中科院分区:
化学4区
文献类型:
--
作者:
L. M. Weinstock;R. B. Currie;A. Lovell

文献摘要

被引文献

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本文报道了几种新的多步合成α-酮酸酯的方法,它们是基于烷基锂试剂与三乙氧基乙腈的加成反应,格氏试剂与α-氧代-1H-咪唑-1-乙酸乙酯的反应,酰基氰的醇解反应,巯基阴离子与氯甲酸乙酯的酰化反应,1,3-二噻烷-2-羧酸酯在水溶液中5或在相转移条件下6和甲基甲硫基甲基亚砜阴离子加成到腈7。这些新方法缺乏直接将格氏试剂加入草酸二乙酯的便利性:
Abstract Several new multi-step methods for the synthesis of α-keto esters have been reported recently which are based on the addition of alkyl lithium reagents to triethoxyacetonitrile1, the reaction of Grignard reagents with ethy1 α-oxo-1H-imidazole-1-acetate2, the alcoholysis of acy1 cyanides3, the acylation of mercaptal anions with ethy1 chloroformate4, the alkylation of 1,3-dithiane-2-carboxylate under homogeneous5 or under phase transfer conditions6 and the addition of the methyl methylthiomethyl sulfoxide anion to nitriles7. These novel methods lack the convenience of the direct addition of Grignard reagents to diethyl oxalate: