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通过在水中进行分子间自由基反应从醛高效合成硫酯和酰胺。

Efficient synthesis of thioesters and amides from aldehydes by using an intermolecular radical reaction in water.

作者信息

Nambu Hisanori, Hata Kayoko, Matsugi Masato, Kita Yasuyuki

机构信息

Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.

出版信息

Chemistry. 2005 Jan 7;11(2):719-27. doi: 10.1002/chem.200400754.

Abstract

The combination of the water-soluble radical initiator, 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride (VA-044) and the surfactant, cetyltrimethyl-ammonium bromide (CTAB), was found to be the most suitable condition for the effective and direct synthesis of useful active thioesters (pentafluorophenyl thioesters) in water. In addition, the direct amidation of aldehydes was achieved by the addition of the amines to the thioesterification reaction mixture in water.

摘要

发现水溶性自由基引发剂2,2'-偶氮双[2-(2-咪唑啉-2-基)丙烷]二盐酸盐(VA-044)与表面活性剂十六烷基三甲基溴化铵(CTAB)的组合是在水中有效且直接合成有用的活性硫酯(五氟苯基硫酯)的最合适条件。此外,通过向水中的硫酯化反应混合物中加入胺实现了醛的直接酰胺化。

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