Facile access to 3,5-symmetrically disubstituted 1,2,4-thiadiazoles through phosphovanadomolybdic acid catalyzed aerobic oxidative dimerization of primary thioamides.
In the presence of Keggin-type phosphovanadomolybdic acids, e.g., H6PV3Mo9O40, oxidative dimerization of various kinds of primary thioamides including aromatic, heterocyclic, and aliphatic ones efficiently proceeded to give the corresponding 3,5-disubstituted 1,2,4-thiadiazoles in excellent yields.
Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan. tmizuno@mail.ecc.u-tokyo.ac.jp.
Kazuhisa
K
Yajima
Kazuya
K
Yamaguchi
Noritaka
N
Mizuno
D000148:Acids, Noncarboxylic / Q000737:chemistry*; D000332:Aerobiosis; D002384:Catalysis; D019281:Dimerization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis; D007202:Indicators and Reagents; D008982:Molybdenum / Q000737:chemistry; D010084:Oxidation-Reduction; D017553:Phosphorus Compounds / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013854:Thioamides / Q000138:chemical synthesis* / Q000737:chemistry; D017968:Vanadium Compounds / Q000737:chemistry
D000148:Acids, Noncarboxylic; D006571:Heterocyclic Compounds; D007202:Indicators and Reagents; D017553:Phosphorus Compounds; D013830:Thiadiazoles; D013854:Thioamides; D017968:Vanadium Compounds; D008982:Molybdenum