title: Efficient synthesis of thioesters and amides from aldehydes by using an intermolecular radical reaction in water.
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.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
authors.forename: Hisanori
authors.initials: H
authors.lastname: Nambu
authors.forename: Kayoko
authors.initials: K
authors.lastname: Hata
authors.forename: Masato
authors.initials: M
authors.lastname: Matsugi
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Kita
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis*; D000077286:Cetrimonium; D002593:Cetrimonium Compounds; D004952:Esters / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared; D014867:Water / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000577:Amides; D002593:Cetrimonium Compounds; D004952:Esters; D007202:Indicators and Reagents; D014867:Water; D000077286:Cetrimonium