Highly efficient and catalytic conversion of aldoximes to nitriles

被引:209
作者
Yang, SH [1 ]
Chang, SB [1 ]
机构
[1] Ewha Womans Univ, Dept Chem, Seoul 120750, South Korea
关键词
D O I
10.1021/ol0168768
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Catalytic dehydration of aldoximes can be performed highly efficiently with a catalyst system of [RuCl2(p-cymene)](2)/molecular sieves under essentially neutral and mild conditions, and various types of cyano compounds are produced in good to excellent yields.
引用
收藏
页码:4209 / 4211
页数:3
相关论文
共 26 条
[1]   N,N-DIMETHYLCHLOROSULFITEMETHANIMINIUM CHLORIDE (SOCL2-DMF) A VERSATILE DEHYDRATING REAGENT [J].
ARRIETA, A ;
AIZPURUA, JM ;
PALOMO, C .
TETRAHEDRON LETTERS, 1984, 25 (31) :3365-3368
[2]  
ATTANASI O, 1983, SYNTHESIS-STUTTGART, P741
[3]   Indium-mediated facile dehydration and Beckmann rearrangement of grimes [J].
Barman, DC ;
Thakur, AJ ;
Prajapati, D ;
Sandhu, JS .
CHEMISTRY LETTERS, 2000, (10) :1196-1197
[4]   Pd-catalyzed cross-coupling of alkynylsilanols with iodobenzenes [J].
Chang, S ;
Yang, SH ;
Lee, PH .
TETRAHEDRON LETTERS, 2001, 42 (29) :4833-4835
[5]   Catalytic and highly efficient 1,4-addition of terminal alkynes to conjugated enones by [RuCl2(p-cymene)]2/pyrrolidine [J].
Chang, S ;
Na, Y ;
Choi, E ;
Kim, S .
ORGANIC LETTERS, 2001, 3 (13) :2089-2091
[6]  
Fatiadi A., 1983, PREPARATION SYNTHETI, P1057
[7]  
Friedrich K., 1970, CHEM CYANO GROUP, P7, DOI DOI 10.1002/9780470771242.CH2
[8]   Effective transformation of aldoximes to nitriles by dehydration with 2-methylene-1,3-dioxepane in the presence of a Lewis acid catalyst [J].
Fukuzawa, S ;
Yamaishi, Y ;
Furuya, H ;
Terao, K ;
Iwasaki, F .
TETRAHEDRON LETTERS, 1997, 38 (41) :7203-7206
[9]   SYNTHESIS OF DOUBLY AND MULTIPLY ISOTOPICALLY LABELED RETINALS [J].
GROESBEEK, M ;
LUGTENBURG, J .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1992, 56 (06) :903-908
[10]   New catalytic properties of iron porphyrins: Model systems for cytochrome P450-catalyzed dehydration of aldoximes [J].
Hart-Davis, J ;
Battioni, P ;
Boucher, JL ;
Mansuy, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (48) :12524-12530