An efficient synthesis of hexahydro oxaisoindolo[2,1-a]quinoline derivatives via the Diels-Alder reactions

被引：21

作者：

Kouznetsov, VV

Zubkov, FI

Cruz, UM

Voskressensky, LG

Mendez, LYV

Astudillo, L

Stashenko, EE

机构：

[1] Univ Talca, Inst Quim Recursos Nat, Lab Sintesis Organ, Talca, Chile

[2] Russian Peoples Friendship Univ, Dept Organ Chem, Moscow 117198, Russia

[3] Univ Ind Santander, Lab Sintesis Organ Fina, CIBIMOL, Escuela Quim, Bucaramanga, Colombia

来源：

LETTERS IN ORGANIC CHEMISTRY | 2004年 / 1卷 / 01期

关键词：

D O I：

10.2174/1570178043488572

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The straight forward synthesis of new carboxylic acids with hexahydro-oxaisoindolo[2.1-a]quinoline core from the 2,4-disustituted 1,2,3,4-tetrallydroquinolines bearing a furan fragment via the intramolecular Diels-Alder reaction has been proposed. It was demonstrated that synthesis of key precursors can be realized with excellent level of diastereoselectivity either by imino-Diels-Alder reaction or multi-component condensation approach.

引用

页码：37 / 39

页数：3

共 9 条

[1] BOGER DL, 1987, HETERO DIELSALDER ME
[2] Recent progress in the synthesis of 1,2,3,4-tetrahydroquinolines
Katritzky, AR
Rachwal, S
Rachwal, B
[J]. TETRAHEDRON, 1996, 52 (48) : 15031 - 15070
[3] A new methodology for combinatorial synthesis. Preparation of diverse quinoline derivatives using a novel polymer-supported scandium catalyst
Kobayashi, S
Nagayama, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (37) : 8977 - 8978
[4] Some aspects of reduced quinoline chemistry
Kouznetsov, V
Palma, A
Ewert, C
Varlamov, A
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (04) : 761 - 785
[5] MERRIMAN GD, 1995, TETRAHEDRON LETT, V51, P6115
[6] Preparation of tricyclic nitrogen heterocycles via intramolecular Diels-Alder reaction of furans
Paulvannan, K
Jacobs, JW
[J]. TETRAHEDRON, 1999, 55 (24) : 7433 - 7440
[7] Povarov L.S., 1967, RUSS CHEM REV+, V36, P656, DOI DOI 10.1070/RC1967V036N09ABEH001680
[8] PUENTES CO, 2002, HETEROCYCL CHEM, V39, P1
[9] WEINREB SM, 1991, COMPREHENSIVE ORGANI, V5, P401

← 1 →