An indium mediated efficient chemoselective deoxygenation of N-oxides and nitrones

被引:42
作者
Ilias, M [1 ]
Barman, DC [1 ]
Prajapati, D [1 ]
Sandhu, JS [1 ]
机构
[1] Reg Res Lab, Jorhat 785006, Assam, India
关键词
indium trichloride; deoxygenation; azoxybenzenes; N-arylnitrones; N-oxides;
D O I
10.1016/S0040-4039(02)00020-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and inexpensive procedure for the deoxygenation of N-oxides. such as N-arylnitrones, azoxybenzenes and N-heteroarene N-oxides with indium trichloride in acetonitrile at ambient pressure is described. The procedure gives high yields of deoxygenated products. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1877 / 1879
页数:3
相关论文
共 39 条
[1]   Indium triflate - An efficient catalyst for hetero Diels-Alder reactions [J].
Ali, T ;
Chauhan, KK ;
Frost, CG .
TETRAHEDRON LETTERS, 1999, 40 (30) :5621-5624
[2]   APPLICATION OF INDIUM ATE COMPLEXES TO SYNTHETIC CHEMISTRY - SELECTIVE CONJUGATE ADDITION TO ENONES AND COUPLING WITH ALLYLIC HALIDES [J].
ARAKI, S ;
SHIMIZU, T ;
JIN, SJ ;
BUTSUGAN, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (12) :824-825
[3]   SELECTIVE ALKYLATION AND ALLYLATION OF ALLYLIC HALIDES BY TETRAORGANOINDATES - REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF ROSEFURAN AND SESQUIROSEFURAN [J].
ARAKI, S ;
JIN, SJ ;
BUTSUGAN, Y .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (05) :549-552
[4]   SYNTHESIS OF BETA-HYDROXY NITRILES VIA INDIUM-INDUCED COUPLING OF BROMOACETONITRILE WITH CARBONYL-COMPOUNDS [J].
ARAKI, S ;
YAMADA, M ;
BUTSUGAN, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (04) :1126-1129
[5]   SELECTIVE REDUCTION OF THE N-O BOND IN N-OXIDES AND IN NITRONES BY SODIUM HYDROGEN TELLURIDE [J].
BARTON, DHR ;
FEKIH, A ;
LUSINCHI, X .
TETRAHEDRON LETTERS, 1985, 26 (38) :4603-4606
[6]  
BRADY OL, 1926, J CHEM SOC, V129, P2386
[7]   A NEW SYNTHESIS OF N-METHYLKETOXIMES [J].
EXNER, O .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1951, 16 :258-267
[8]  
EXNER O, 1953, CHEM ABSTR 5884, V47
[9]   Indium triflate: a new catalyst for (4+2)-cycloaddition of chromone Schiff's bases [J].
Gadhwal, S ;
Sandhu, JS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (16) :2827-2829
[10]  
HAMER J, 1964, CHEM REV, V64, P491