Oxidation of organic compounds with tetrabutylammonium periodate in the presence of Lewis acids in aprotic organic solvents

被引:47
作者
Firouzabadi, H
Sardarian, A
Badparva, H
机构
[1] Chemistry Department, Shiraz University
关键词
D O I
10.1246/bcsj.69.685
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tetrabutylammonium periodate is able to oxidize alcohols to their carbonyl compounds, alpha-hydroxy ketones to alpha-diketones, alpha-hydroxy carboxylic acids to the carbonyl compounds (accompanied with decarboxylation), thiols to disulfides, thioethers to sulfoxides in CHCl3 and CH3CN in the presence of AlCl3 and BF3 . Et(2)O as catalysts.
引用
收藏
页码:685 / 691
页数:7
相关论文
共 23 条
[1]  
BUIST GJ, 1969, J CHEM SOC A, P307
[2]   IONIZATION AND HYDRATION EQUILIBRIA OF PERIODIC ACID [J].
CROUTHAMEL, CE ;
HAYES, AM ;
MARTIN, DS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :82-87
[3]  
FATIADI AJ, 1974, SYNTHESIS-STUTTGART, P229
[4]   REACTIONS OF PERIODATE UNDER HOMOGENEOUS AND PHASE-TRANSFER CONDITIONS - EXAMPLES OF NEW OXIDATIONS OF UNUSUAL GROUPS [J].
FERRABOSCHI, P ;
AZADANI, MN ;
SANTANIELLO, E ;
TRAVE, S .
SYNTHETIC COMMUNICATIONS, 1986, 16 (01) :43-50
[5]   EFFICIENT OXIDATION OF ORGANIC-COMPOUNDS WITH SODIUM AND SILVER BROMATES NABRO3, AGBRO3, IN NONAQUEOUS SOLVENTS IN THE PRESENCE OF LEWIS-ACIDS [J].
FIROUZABADI, H ;
MOHAMMADPOORBALTORK, I .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (08) :2319-2325
[6]   BARIUM FERRATE MONOHYDRATE BAFEO4, H2O, A VERSATILE REAGENT FOR THE OXIDATION OF ORGANIC-COMPOUNDS UNDER APROTIC CONDITION [J].
FIROUZABADI, H ;
MOHAJER, D ;
ENTEZARIMOGHADDAM, M .
SYNTHETIC COMMUNICATIONS, 1986, 16 (06) :723-731
[7]   ZINC-CHLORIDE CATALYZED SILYLATION OF ALCOHOLS AND PHENOLS BY HEXAMETHYLDISILAZANE - A HIGHLY CHEMOSELECTIVE REACTION [J].
FIROUZABADI, H ;
KARIMI, B .
SYNTHETIC COMMUNICATIONS, 1993, 23 (12) :1633-1641
[8]   ZINC BISMUTHATE ZN(BIO3)2 .1. A USEFUL OXIDIZING-AGENT FOR THE EFFICIENT OXIDATION OF ORGANIC-COMPOUNDS [J].
FIROUZABADI, H ;
MOHAMMADPOURBALTORK, I .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (04) :1131-1134
[9]   BARIUM MANGANATE - A VERSATILE OXIDANT IN ORGANIC-SYNTHESIS [J].
FIROUZABADI, H ;
MOSTAFAVIPOOR, Z .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (03) :914-917
[10]   BIS(2,2'-BIPYRIDYL)COPPER(II) PERMANGANATE (BBCP) - A MILD AND VERSATILE OXIDANT IN ORGANIC-SYNTHESIS [J].
FIROUZABADI, H ;
SARDARIAN, AR ;
NADERI, M ;
VESSAL, B .
TETRAHEDRON, 1984, 40 (23) :5001-5004