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Tetramethyl Orthosilicate (TMOS) as a Reagent for Direct Amidation of Carboxylic Acids
Organic Letters ( IF 4.9 ) Pub Date : 2018-02-02 00:00:00 , DOI: 10.1021/acs.orglett.7b03841 D. Christopher Braddock 1 , Paul D. Lickiss 1 , Ben C. Rowley 1 , David Pugh 1 , Teresa Purnomo 1 , Gajan Santhakumar 1 , Steven J. Fussell 2
Organic Letters ( IF 4.9 ) Pub Date : 2018-02-02 00:00:00 , DOI: 10.1021/acs.orglett.7b03841 D. Christopher Braddock 1 , Paul D. Lickiss 1 , Ben C. Rowley 1 , David Pugh 1 , Teresa Purnomo 1 , Gajan Santhakumar 1 , Steven J. Fussell 2
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Tetramethyl orthosilicate (TMOS) is shown to be an effective reagent for direct amidation of aliphatic and aromatic carboxylic acids with amines and anilines. The amide products are obtained in good to quantitative yields in pure form directly after workup without the need for any further purification. A silyl ester as the putative activated intermediate is observed by NMR methods. Amidations on a 1 mol scale are demonstrated with a favorable process mass intensity.
中文翻译：
四甲基原硅酸酯（TMOS）作为羧酸直接酰胺化的试剂
已显示原硅酸四甲酯（TMOS）是将脂肪族和芳香族羧酸与胺和苯胺直接酰胺化的有效试剂。在后处理后直接以纯净形式以良好的定量收率获得酰胺产物，无需任何进一步的纯化。通过NMR方法观察到甲硅烷基酯作为假定的活化中间体。以有利的过程质量强度证明了1摩尔规模的酰胺化。
更新日期：2018-02-02
中文翻译：
四甲基原硅酸酯（TMOS）作为羧酸直接酰胺化的试剂
已显示原硅酸四甲酯（TMOS）是将脂肪族和芳香族羧酸与胺和苯胺直接酰胺化的有效试剂。在后处理后直接以纯净形式以良好的定量收率获得酰胺产物，无需任何进一步的纯化。通过NMR方法观察到甲硅烷基酯作为假定的活化中间体。以有利的过程质量强度证明了1摩尔规模的酰胺化。
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