A MILD HYDRATION OF NITRILES INTO AMIDES

被引:32
作者
BREUILLES, P [1 ]
LECLERC, R [1 ]
UGUEN, D [1 ]
机构
[1] ECOLE EUROPEENNE HAUTES ETUD IND CHIM,CNRS,SYNTH ORGAN LAB,F-67008 STRASBOURG,FRANCE
关键词
D O I
10.1016/S0040-4039(00)76229-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stirring mixtures of beta-hydroxynitriles with manganese dioxide, deposited onto silica gel for a few days at room temperature resulted in the formation of the corresponding amides in fair to good yields. The unprecedented conversion of 3-hydroxyglutarodinitrile into the corresponding monoamide has been performed by this methodology.
引用
收藏
页码:1401 / 1404
页数:4
相关论文
共 13 条
[1]  
ADJE N, 1993, TETRAHEDRON LETT, V34, P4205
[2]   USEFUL HYDROLYTIC ENZYMES - PROTEASES, LIPASES AND NITRILASES [J].
BERGER, B ;
DERAADT, A ;
GRIENGL, H ;
HAYDEN, W ;
HECHTBERGER, P ;
KLEMPIER, N ;
FABER, K .
PURE AND APPLIED CHEMISTRY, 1992, 64 (08) :1085-1088
[3]   SYNTHESIS AND BASE HYDROLYSIS OF PENTAAMMINE N,N-DIMETHYLFORMAMIDE AND ACETONITRILE COMPLEXES OF RH(III) AND IR(III) [J].
CURTIS, NJ ;
SARGESON, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (03) :625-630
[4]  
DERAADT AA, 1992, J CHEM SOC P1, P3179
[5]   KINETICS AND MECHANISM OF NITRILE HYDRATION CATALYZED BY UNHINDERED HYDRIDOBIS(PHOSPHINE)PLATINUM(II) COMPLEXES - REGIOSELECTIVE HYDRATION OF ACRYLONITRILE [J].
JENSEN, CM ;
TROGLER, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (04) :723-729
[6]   POLYFUNCTIONAL ALIPHATIC COMPOUNDS .2. CYCLIZATION OF DINITRILES BY ANHYDROUS HALOGEN ACIDS -PYRIDINES [J].
JOHNSON, F ;
HUNNEMAN, DH ;
PANELLA, JP ;
CARLSON, AA .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (07) :2473-&
[7]   POLYFUNCTIONAL ALIPHATIC COMPOUNDS .1. PREPATATION OF 3-HYDROXYGLUTARONITRILES [J].
JOHNSON, F ;
CARLSON, AA ;
PANELLA, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (06) :2241-&
[8]  
JOHNSON F, 1973, ORG SYN, V5, P614
[9]  
KATRITZKY AR, 1989, SYNTHESIS-STUTTGART, P949
[10]   SHORT AND PRACTICAL SYNTHESIS OF (R)-(-)-CARNITINE AND (R)-(-)-GAMMA-AMINO-BETA-HYDROXYBUTYRIC ACID (GABOB) [J].
KOLB, HC ;
BENNANI, YL ;
SHARPLESS, KB .
TETRAHEDRON-ASYMMETRY, 1993, 4 (01) :133-141