Rh(II)-Catalyzed intermolecular oxidative sulfamidation of aldehydes:: A mild efficient synthesis of N-sulfonylcarboxamides
Rh(II)-Catalyzed intermolecular oxidative sulfamidation of aldehydes:: A mild efficient synthesis of N-sulfonylcarboxamides
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DOI：
10.1021/ja073872a
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发表时间：
2007-11-21
影响因子：
15
通讯作者：
Murry, Jerry A.
中科院分区：
文献类型：
--
作者：
Chan, Johann;Baucorn, Kyle D.;Murry, Jerry A.
研究了Rh(II)催化的醛和磺胺类化合物的氧化偶联反应，一步合成了N-磺酰基甲酰胺类化合物。研究发现，各种磺胺类化合物与芳香族和脂肪族醛反应，以良好到极佳的产率提供所需的产品。包括动力学同位素效应实验在内的力学数据表明，这一转变是通过协调的非同步硝化插入到醛化氢中进行的。
Rh(II)-catalyzed oxidative coupling of aldehydes and sulfonamides has been developed to provide N -sulfonylcarboxamides in one step. A variety of sulfonamides were found to react with aromatic and aliphatic aldehydes to afford the desired products in good to excellent yields. Mechanistic data, including kinetic isotope effect experiments, suggest that the transformation proceeds through a concerted asynchronous nitrene insertion into an aldehydic hydrogen.