Pd/Cu-catalyzed couplings of β-amino esters with aryl bromides.: Synthesis of chiral 1,2,3,4-tetrahydro-4-oxo-2-alkyl-1-quinolines

被引：17

作者：

Ma, DW ^{[1
]}

Jiang, JQ ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 07期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/S0957-4166(98)00078-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new protocol to prepare chiral 1,2,3,4-tetrahydro-4-oxo-2-alkyl-1-quinolines has been developed. The key steps are Pd/Cu-catalyzed couplings of chiral beta-amino esters and aryl bromides, and intramolecular acylation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1137 / 1142

页数：6

共 50 条

[31] TETRACYCLINES .49. SYNTHESIS OF DIASTEREOISOMERIC 1,5-BISBENZYLOXY-1,2,3,4-TETRAHYDRO-4-OXO-2-NAPHTHALENEACETALDEHYDES
GUREVICH, AI
KOLOSOV, MN
NAMETKIN.LN
JOURNAL OF GENERAL CHEMISTRY USSR, 1968, 38 (06): : 1194 - &
[32] SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF 2-AMINO-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOLS
DELGADO, A
GARCIA, JM
MAULEON, D
MINGUILLON, C
SUBIRATS, JR
FELIZ, M
LOPEZ, F
VELASCO, D
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1988, 66 (03): : 517 - 527
[33] Synthesis of methyl 4-amino-1-aryl-1,4,5,6-tetrahydro-6-oxo-1,2,4-triazine-3-carboxylates
ElAbadelah, MM
Nazer, MZ
ElAbadlah, NS
Meier, H
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1997, 339 (01): : 90 - 91
[34] SYNTHESIS OF 1-SUBSTITUTED 1,2,3,4-TETRAHYDRO-4-OXOPHOSPHINOLINE SYSTEM
GALLAGHER, MJ
MANN, FG
KIRBY, EC
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (OCT): : 4846 - &
[35] Unusual synthesis of 2-(2-aryl-2-oxo-ethylidene)-3-oxo-1,2,3,4-tetrahydro-quinoxalin-1-yl(N-cyano-O-phenyl)-carboximidates
D. D. Nekrasov
S. S. Namitova
N. Yu. Lisovenko
Chemistry of Heterocyclic Compounds, 2009, 45 : 617 - 618
[36] Unusual synthesis of 2-(2-aryl-2-oxo-ethylidene)-3-oxo-1,2,3,4-tetrahydro-quinoxalin-1-yl(N-cyano-O-phenyl)-carboximidates
Nekrasov, D. D.
Namitova, S. S.
Lisovenko, N. Yu.
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (05) : 617 - 618
[37] Attempted synthesis of substituted carbazoles from 1-oxo-1,2,3,4-tetrahydro-carbazoles and 1-hydroxyimino-1,2,3,4-tetrahydrocarbazoles
Danish, IA
Prasad, KJR
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2006, 45 (02): : 540 - 545
[38] Oxidative cyclization of amino alcohols catalyzed by a Cp*Ir complex. Synthesis of indoles, 1,2,3,4-tetrahydroquinolines, and 2,3,4,5-tetrahydro-1-benzazepine
Fujita, K
Yamamoto, K
Yamaguchi, R
ORGANIC LETTERS, 2002, 4 (16) : 2691 - 2694
[39] Practical syntheses of functionalized 1-oxo-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid esters
Jeannin, L
Sapi, J
Vassileva, E
Renard, P
Laronze, JY
SYNTHETIC COMMUNICATIONS, 1996, 26 (09) : 1711 - 1719
[40] A Practical Synthesis of 1-Oxo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid Esters
汤磊
杨玉社
嵇汝运
Chinese Journal of Chemistry, 2002, (10) : 1070 - 1072

← 1 2 3 4 5 →