Surfactant/I2/Water:: An efficient system for deprotection of oximes and imines to carbonyls under neutral conditions in water

被引:77
作者
Gogoi, P [1 ]
Hazarika, P [1 ]
Konwar, D [1 ]
机构
[1] Reg Res Lab, Div Organ Chem, Jorhat 785006, Assam, India
关键词
D O I
10.1021/jo0480287
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
I-2/surfactant/water system deprotecting oximes and imines to the corresponding carbonyl compounds under neutral conditions in water at 25-40 degreesC with very high to excellent yields.
引用
收藏
页码:1934 / 1936
页数:3
相关论文
共 40 条
[1]  
AIZPURUA JM, 1983, TETRAHEDRON LETT, V24, P4367
[2]   REAGENTS AND SYNTHETIC METHODS .40. HALOSILANES CHROMIUM TRIOXIDE AS EFFICIENT OXIDIZING REAGENTS [J].
AIZPURUA, JM ;
JUARISTI, M ;
LECEA, B ;
PALOMO, C .
TETRAHEDRON, 1985, 41 (14) :2903-2911
[3]  
[Anonymous], ORGANIC SYNTHESIS WA
[4]   Facile regeneration of carbonyl compounds from oximes and tosylhydrazones with TBHP [J].
Barhate, NB ;
Gajare, AS ;
Wakharkar, RD ;
Sudalai, A .
TETRAHEDRON LETTERS, 1997, 38 (04) :653-656
[5]   REGENERATION OF KETONES FROM HYDRAZONES, OXIMES, AND SEMICARBAZONES BY BENZENE SELENINIC ANHYDRIDE [J].
BARTON, DHR ;
LESTER, DJ ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (13) :445-446
[6]   AlCl3•6H2O/KI/H2O/CH3CN:: A new alternate system for dehydration of oximes and amides in hydrated media [J].
Boruah, M ;
Konwar, D .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (20) :7138-7139
[7]  
Boruah M, 2001, SYNLETT, P795
[8]   TOTAL SYNTHESIS OF ERYTHROMYCINS .5. TOTAL SYNTHESIS OF ERYTHRONOLIDE-A [J].
COREY, EJ ;
HOPKINS, PB ;
KIM, S ;
YOO, S ;
NAMBIAR, KP ;
FALCK, JR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (23) :7131-7134
[9]   REACTION OF OXIME O-ACETATES WITH CHROMOUS ACETATE - A METHOD FOR CONVERSION OF KETOXIMES TO KETONES UNDER MILD CONDITIONS [J].
COREY, EJ ;
RICHMAN, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (17) :5276-&
[10]   LEVULINIC ACID AS A REAGENT FOR THE HYDROLYSIS OF OXIMES AND 2,4-DINITROPHENYLHYDRAZONES [J].
DEPUY, CH ;
PONDER, BW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (17) :4629-4631