ON THE REACTIONS OF BENZENESELENINIC ANHYDRIDE WITH MONOSUBSTITUTED HYDRAZONES - EVIDENCE FOR RADICAL PATHWAYS

被引:8
作者
BARTON, DHR
OKANO, T
PAREKH, SI
机构
[1] Department of Chemistry, Texas A and M University, College Station
关键词
D O I
10.1016/S0040-4020(01)96097-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The known oxidation of mono-substituted hydrazones by benzeneseleninic anhydride has been studied using Se-77 and C-13 NMR spectroscopy. The intermediates in the reaction have been identified. Good evidence that certain steps in these reactions are radical in character has been secured.
引用
收藏
页码:1823 / 1836
页数:14
相关论文
共 46 条
[1]   SELENOSULFONATION - THE ADDITION OF SELENOLSULFONATES TO OLEFINS [J].
BACK, TG ;
COLLINS, S .
TETRAHEDRON LETTERS, 1980, 21 (23) :2215-2218
[3]   AZO ANIONS IN SYNTHESIS .1. TERT-BUTYLHYDRAZONES AS ACYL-ANION EQUIVALENTS [J].
BALDWIN, JE ;
ADLINGTON, RM ;
BOTTARO, JC ;
KOLHE, JN ;
PERRY, MWD ;
JAIN, AU .
TETRAHEDRON, 1986, 42 (15) :4223-4234
[4]   CONVERSION OF THIOCARBONYL COMPOUNDS INTO THEIR CORRESPONDING OXO DERIVATIVES USING BENZENESELENINIC ANHYDRIDE [J].
BARTON, DHR ;
CUSSANS, NJ ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (09) :393-394
[5]   OXIDATION OF ALDEHYDE HYDRAZONES, HYDRAZO COMPOUNDS, AND HYDROXYLAMINES WITH BENZENESELENINIC ANHYDRIDE [J].
BARTON, DHR ;
LESTER, DJ ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (06) :276-277
[6]   REACTIONS OF RELEVANCE TO THE CHEMISTRY OF AMINOGLYCOSIDE ANTIBIOTICS .9. NEW REAGENTS FOR AMINATION OF THE ETHYLENIC LINKAGE [J].
BARTON, DHR ;
BRITTENKELLY, MR ;
FERREIRA, D .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (12) :1682-1692
[7]   OXIDATION OF KETONE AND ALDEHYDE HYDRAZONES, OXIMES, AND SEMICARBAZONES AND OF HYDROXYLAMINES AND HYDRAZO-COMPOUNDS, USING BENZENESELENINIC ANHYDRIDE [J].
BARTON, DHR ;
LESTER, DJ ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (06) :1212-1217
[8]   ACYL DERIVATIVES OF HYDROXAMIC ACIDS AS A SOURCE OF CARBON RADICALS [J].
BARTON, DHR ;
BLUNDELL, P ;
JASZBERENYI, JC .
TETRAHEDRON LETTERS, 1989, 30 (18) :2341-2344
[9]   A PRACTICAL CATALYTIC METHOD FOR THE PREPARATION OF STEROIDAL 1,4-DIEN-3-ONES BY OXYGEN ATOM TRANSFER FROM IODOXYBENZENE TO DIPHENYL DISELENIDE [J].
BARTON, DHR ;
GODFREY, CRA ;
MORZYCKI, JW ;
MOTHERWELL, WB ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (08) :1947-1952
[10]   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