Solid support synthesis of tetrahydroquinolines via the Grieco three component condensation

被引：66

作者：

Kiselyov, AS

Armstrong, RW

机构：

[1] Small Molecule Drug Discovery, Amgen Inc., Thousand Oaks, CA 91320-1789

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 35期

关键词：

QUINOLINE DERIVATIVES; SCANDIUM CATALYST; NMDA RECEPTOR; GLYCINE SITE; CLASS-I; OXAMNIQUINE; ALDEHYDES; AMINES; CYCLOPENTADIENE; FORMALDEHYDE;

D O I：

10.1016/S0040-4039(97)01425-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three component condensation involving aromatic amines, aldehydes, alkenes and TFA as a catalyst affords the desired tetrahydroquinolines in good yields. A variety of structures for the olefin and aldehyde inputs in the library were investigated, (C) 1997 Elsevier Science Ltd.

引用

页码：6163 / 6166

页数：4

共 31 条

[1] Armstrong Robert W., 1997, P153
[2] Multiple-component condensation strategies for combinatorial library synthesis
Armstrong, RW
Combs, AP
Tempest, PA
Brown, SD
Keating, TA
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) : 123 - 131
[3] DDQ-MEDIATED FORMATION OF CARBON-CARBON BONDS - OXIDATION OF IMINES
BORTOLOTTI, B
LEARDINI, R
NANNI, D
ZANARDI, G
[J]. TETRAHEDRON, 1993, 49 (44) : 10157 - 10174
[4] PRODUCT DISTRIBUTION IN DIELS-ALDER ADDITION OF N-BENZYLIDENE ANILINE ANILINE AND ENOL ETHERS
CABRAL, J
LASZLO, P
[J]. TETRAHEDRON LETTERS, 1989, 30 (51) : 7237 - 7238
[5] ARYLATIVE AMINATION OF ALDEHYDES PROMOTED BY AQUEOUS TITANIUM TRICHLORIDE
CLERICI, A
PORTA, O
[J]. TETRAHEDRON LETTERS, 1990, 31 (14) : 2069 - 2072
[6] SYNTHESIS OF 11-AZASTEROIDS FROM AROMATIC-AMINES, FORMALDEHYDE AND CYCLOPENTADIENE
GREGOIRE, PJ
MELLOR, JM
MERRIMAN, GD
[J]. TETRAHEDRON LETTERS, 1991, 32 (48) : 7099 - 7102
[7] ROLE REVERSAL IN THE CYCLOCONDENSATION OF CYCLOPENTADIENE WITH HETERODIENOPHILES DERIVED FROM ARYL AMINES AND ALDEHYDES - SYNTHESIS OF NOVEL TETRAHYDROQUINOLINES
GRIECO, PA
BAHSAS, A
[J]. TETRAHEDRON LETTERS, 1988, 29 (46) : 5855 - 5858
[8] HAYES TK, 1997, 213 ACS NAT M 2, P275
[9] Solid-phase organic reactions: A review of the recent literature
Hermkens, PHH
Ottenheijm, HCJ
Rees, D
[J]. TETRAHEDRON, 1996, 52 (13) : 4527 - 4554
[10] Solid-phase organic reactions .2. A review of the literature Nov 95 Nov 96.
Hermkens, PHH
Ottenheijm, HCJ
Rees, DC
[J]. TETRAHEDRON, 1997, 53 (16) : 5643 - 5678

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