Tetraethylorthosilicate as a mild dehydrating reagent for the synthesis of N-formamides with formic acid
Tetraethylorthosilicate as a mild dehydrating reagent for the synthesis of N-formamides with formic acid
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DOI：
10.1016/j.tetlet.2017.01.056
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发表时间：
2017-03-01
影响因子：
1.8
通讯作者：
Hara, Osamu
中科院分区：
文献类型：
--
作者：
Nishikawa, Yasuhiro;Nakamura, Hidetsugu;Hara, Osamu
使用低成本且环境友好的试剂原硅酸四乙酯（TEOS），在温和条件下以甲酸为甲酰源合成了 N-甲酰胺。该系统中的温和条件能够使多种氨基酸衍生物发生甲酰化，包括立体化学不稳定的苯基甘氨酸乙酯（ee 为 96%）。这种新方案还可以应用于包括弱碱性苯胺衍生物在内的简单胺，从而产生各种伯甲酰胺和仲甲酰胺。 (C) 2017 Elsevier Ltd. 保留所有权利。
The synthesis of N-formamides with formic acid as a formyl source under mild conditions was achieved using tetraethylorthosilicate (TEOS), a low cost and environmentally benign reagent. The mild conditions in this system enable the formylation of a variety of amino acid derivatives including stereochemically labile phenylglycine ethyl ester with 96% ee. This new protocol could also be applied to simple amines including weakly basic aniline derivatives, giving various primary and secondary formamides. (C) 2017 Elsevier Ltd. All rights reserved.