Improved efficient conversion of aldehydes to nitriles via their N,N-dimethyl hydrazones

被引:15
作者
Kamal, A [1 ]
Arifuddin, M [1 ]
Rao, NV [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1080/00397919808004513
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aldehyde N,N-dimethylhydrazones undergoes facile oxidative cleavage to nitriles on reaction with DIMS and K2CO3 in quantitative yields. Nitriles can also be easily obtained in high yields in a 'one-pot' process starting from the corresponding aldehydes.
引用
收藏
页码:4507 / 4512
页数:6
相关论文
共 22 条
[1]   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
[2]  
BROUGHAM P, 1987, SYNTHESIS-STUTTGART, P1015
[3]   SELECTIVE HYDROLYSIS OF NITRILES UNDER MILD CONDITIONS BY AN ENZYME [J].
COHEN, MA ;
SAWDEN, J ;
TURNER, NJ .
TETRAHEDRON LETTERS, 1990, 31 (49) :7223-7226
[4]   GENERATION AND SYNTHETIC USE OF METALLATED DIMETHYLHYDRAZONES REGION AND STEREOSELECTIVE ALKYLATION OF CARBONYL-COMPOUNDS [J].
COREY, EJ ;
ENDERS, D .
CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (04) :1337-1361
[5]   REGIOSELECTIVE HYDROLYSIS OF AROMATIC DINITRILES USING A WHOLE-CELL CATALYST [J].
CROSBY, J ;
MOILLIET, J ;
PARRATT, JS ;
TURNER, NJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (13) :1679-1687
[6]  
CUVIGNY T, 1977, SYNTHESIS-STUTTGART, P237
[7]  
ENDERS D, 1991, LIEBIGS ANN CHEM, P1241
[8]  
ENDERS D, 1990, SYNLETT, P725
[9]   SIMPLE AND EFFICIENT CONVERSION OF N,N-DIMETHYLHYDRAZONES AND ALDEHYDES TO NITRILES [J].
FERNANDEZ, R ;
GASCH, C ;
LASSALETTA, JM ;
LLERA, JM ;
VAZQUEZ, J .
TETRAHEDRON LETTERS, 1993, 34 (01) :141-144
[10]  
HARRISON IT, 1971, COMPENDIUM ORGANIC S, V1, P457