Selective oxidation of sulfides to sulfoxides and sulfones using n-butyltriphenylphosphonium dichromate (BunPPh3)2Cr2O7 in the presence of aluminium chloride in solution and under microwave irradiation

被引:13
作者
Mohammadpoor-Baltork, I [1 ]
Memarian, HR [1 ]
Bahrami, K [1 ]
Esmayilpour, K [1 ]
机构
[1] Isfahan Univ, Dept Chem, Esfahan 8174673441, Iran
关键词
dichromate; oxidation; sulfides; sulfones; sulfoxides;
D O I
10.1080/104265090968091
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A wide variety of sulfides are efficiently oxidized to their corresponding sulfoxides and sulfones in excellent yields using n-butyltriphenylphosphonium dichromate (BTPPDC) in the presence of aluminium chloride in acetonitrile solution and under microwave irradiation. In addition, selective oxidation of sulfides in the presence of functional groups such as a carbon-carbon double bond, ketone, oxime, aldehyde, ether and acetal can be considered as a noteworthy advantage of this method.
引用
收藏
页码:2751 / 2766
页数:16
相关论文
共 64 条
[1]   Chemoselective oxidation of sulfides to sulfones with magnesium monoperoxyphthalate (MMPP) on silica gel support in methylene chloride solvent. [J].
Ali, MH ;
Bohnert, GJ .
SYNTHETIC COMMUNICATIONS, 1998, 28 (16) :2983-2998
[2]   A simple and efficient procedure for oxidation of sulfides to sulfoxides on hydrated silica gel with ceric ammonium nitrate (CAN) in methylene chloride. [J].
Ali, MH ;
Leach, DR ;
Schmitz, CE .
SYNTHETIC COMMUNICATIONS, 1998, 28 (16) :2969-2981
[3]   Simple, economical and environmentally friendly sulfone synthesis [J].
Alonso, DA ;
Nájera, C ;
Varea, M .
TETRAHEDRON LETTERS, 2002, 43 (19) :3459-3461
[4]   The orienting influence of free and bound ionic charges on attached simple or conjugated unsaturated systems. Part VI. Nitration of phenylalkylsulphones. [J].
Baldwin, WA ;
Robinson, R .
JOURNAL OF THE CHEMICAL SOCIETY, 1932, :1445-1451
[5]  
Baltork IM, 1997, INDIAN J CHEM B, V36, P438
[6]   Binuclear manganese complexes as catalysts in the selective and efficient oxidation of sulfides to sulfones [J].
Barton, DHR ;
Li, WG ;
Smith, JA .
TETRAHEDRON LETTERS, 1998, 39 (39) :7055-7058
[7]   Selective and mild oxidation of sulfides to sulfoxides by oxodiperoxo molybdenum complexes adsorbed onto silica gel [J].
Batigalhia, F ;
Zaldini-Hernandes, M ;
Ferreira, AG ;
Malvestiti, I ;
Cass, QB .
TETRAHEDRON, 2001, 57 (48) :9669-9676
[8]  
Block E., 1978, REACTIONS ORGANOSULF
[9]   A convenient acid-catalyzed oxidation of sulfides to sulfoxides by t-butyl hydroperoxide [J].
Bonadies, F ;
DeAngelis, F ;
Locati, L ;
Scettri, A .
TETRAHEDRON LETTERS, 1996, 37 (39) :7129-7130
[10]   Oxidation of organic sulfides by Br2 and H2O2.: Electrophilic and free-radical processes [J].
Bravo, A ;
Dordi, B ;
Fontana, F ;
Minisci, F .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (09) :3232-3234