A FACILE ALPHA-IODINATION REACTION OF UNSATURATED AMIDES

被引:21
作者
KITAGAWA, O [1 ]
HANANO, T [1 ]
HIRATA, T [1 ]
INOUE, T [1 ]
TAGUCHI, T [1 ]
机构
[1] TOKYO COLL PHARM,1432-1 HORINOUCHI,HACHIOJI,TOKYO 19203,JAPAN
关键词
IODINATION; UNSATURATED AMIDE; IODINE; COLLIDINE; IMIDATE;
D O I
10.1016/S0040-4039(00)91606-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and mild alpha-iodination of carboxamides was developed. Unsaturated amides could be converted to the alpha-iodoamides in moderate to good yields by treatment with I2 in the presence of s-collidine.
引用
收藏
页码:1299 / 1302
页数:4
相关论文
共 10 条
[1]   CARBANION HALOGENATIONS WITH CARBON TETRAHALIDES - ALPHA-HALO ESTERS [J].
ARNOLD, RT ;
KULENOVIC, ST .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) :3687-3689
[2]   STEREOCONTROLLED CYCLOFUNCTIONALIZATIONS OF DOUBLE-BONDS THROUGH HETEROCYCLIC INTERMEDIATES [J].
CARDILLO, G ;
ORENA, M .
TETRAHEDRON, 1990, 46 (10) :3321-3408
[3]  
Corey E. J., 1977, TETRAHEDRON LETT, V18, P1625
[4]   ASYMMETRIC HALOGENATION OF CHIRAL IMIDE ENOLATES - A GENERAL-APPROACH TO THE SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-AMINO-ACIDS [J].
EVANS, DA ;
ELLMAN, JA ;
DOROW, RL .
TETRAHEDRON LETTERS, 1987, 28 (11) :1123-1126
[5]  
HOUSE HO, 1972, MODERN SYNTHETIC REA, pCH8
[6]   CLEAVAGE OF ETHYL 2,2-DIPHENYL-4-PENTENOYL-GLYCINATE BY OXIDANTS AND ACIDS [J].
LAWSON, WB ;
WITKOP, B .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (01) :247-&
[7]   STEREOSELECTIVE SYNTHESIS OF CHIRAL 2,3-EPOXYCOMPOUNDS POSSESSING FLUORINATED METHYL-GROUPS [J].
LIN, JT ;
YAMAZAKI, T ;
TAKEDA, M ;
KITAZUME, T .
JOURNAL OF FLUORINE CHEMISTRY, 1989, 44 (01) :113-120
[8]  
OPPOLZER W, 1985, TETRAHEDRON LETT, V26, P5037
[9]  
RATHKE MW, 1971, TETRAHEDRON LETT, P3995
[10]   DIFLUORO-SUBSTITUTED AND TRIFLUORO-SUBSTITUTED DILITHIUM COMPOUNDS FOR ORGANIC SYNTHESES [J].
SEEBACH, D ;
BECK, AK ;
RENAUD, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (01) :98-99