TRANSFER OF ACTIVATION FROM INDOLES TO ALCOHOLS - A NEW METHOD FOR THE SYNTHESIS OF AMINOETHYLINDOLES

被引:13
作者
EISSENSTAT, MA [1 ]
WEAVER, JD [1 ]
机构
[1] STERLING WINTHROP PHARMACEUT,DIV RES,DEPT MED CHEM,COLLEGEVILLE,PA 19426
关键词
D O I
10.1016/0040-4039(95)00229-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transfer of a sulfonyl group from an indole nitrogen to a beta-amino alkoxide generates an indole anion and an aminoethylsulfonate which react to give aminoethylindoles.
引用
收藏
页码:2029 / 2032
页数:4
相关论文
共 13 条
[1]   PYRROLE CHEMISTRY .28. SUBSTITUTION-REACTIONS OF 1-(PHENYLSULFONYL)PYRROLE AND SOME DERIVATIVES [J].
ANDERSON, HJ ;
LOADER, CE ;
XU, RX ;
LE, N ;
GOGAN, NJ ;
MCDONALD, R ;
EDWARDS, LG .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (04) :896-902
[2]   ANTINOCICEPTIVE (AMINOALKYL)INDOLES [J].
BELL, MR ;
DAMBRA, TE ;
KUMAR, V ;
EISSENSTAT, MA ;
HERRMANN, JL ;
WETZEL, JR ;
ROSI, D ;
PHILION, RE ;
DAUM, SJ ;
HLASTA, DJ ;
KULLNIG, RK ;
ACKERMAN, JH ;
HAUBRICH, DR ;
LUTTINGER, DA ;
BAIZMAN, ER ;
MILLER, MS ;
WARD, SJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) :1099-1110
[3]   HEXAHYDRO-1,4-OXAZEPINES .1. SYNTHESIS BY MORPHOLINE RING EXPANSION [J].
BROWN, GR ;
FOUBISTER, AJ ;
WRIGHT, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (03) :553-555
[4]  
COOPER MM, 1983, J CHEM SOC P1, P2417
[5]  
Dambra TE, 1991, US Patent, Patent No. [5,068,234, 5068234]
[6]  
EREMEEV AV, 1986, KHIM GETEROTSIKL+, P1280
[7]  
GRIECO G, 1989, CLIN PHARMACOL THER, V45, P123
[8]  
HAUBRICH DR, 1990, J PHARMACOL EXP THER, V255, P511
[9]   ALPHA-2-ADRENERGIC AGONISTS ANTAGONISTS - THE SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF A SERIES OF INDOLIN-2-YL AND TETRAHYDROQUINOLIN-2-YL IMIDAZOLINES [J].
HLASTA, DJ ;
LUTTINGER, D ;
PERRONE, MH ;
SILBERNAGEL, MJ ;
WARD, SJ ;
HAUBRICH, DR .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (09) :1555-1562
[10]   COUNTERATTACK REAGENTS IN ORGANIC-REACTIONS AND IN SYNTHESES [J].
HWU, JR ;
GILBERT, BA .
TETRAHEDRON, 1989, 45 (05) :1233-1261