Photochemically catalyzed Diels-Alder reaction of arylimines with N-vinylpyrrolidinone and N-vinylcarbazole by 2,4,6-triphenylpyrylium salt:: synthesis of 4-heterocycle-substituted tetrahydroquinoline derivatives

被引：46

作者：

Zhang, W ^{[1
]}

Guo, YP ^{[1
]}

Liu, ZG ^{[1
]}

Jin, XL ^{[1
]}

Yang, L ^{[1
]}

Liu, ZL ^{[1
]}

机构：

[1] Lanzhou Univ, Natl Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

TETRAHEDRON | 2005年 / 61卷 / 05期

基金：

中国国家自然科学基金;

关键词：

N-vinylpyrrolidinone; N-vinylcarbazole; arylimines; photocycloaddition; 4-(2-oxopyrrolidin-1-yl)tetrahydroquinolines; 4-(Carbazol-9-yl)tetrahydroquinolines; 2,4,6-triphenylpyrylium tetrafluoroborate;

D O I：

10.1016/j.tet.2004.11.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photochemically promoted Diels-Alder reactions of N-arylimines with N-vinylpyrrolidinone and N-vinylcarbazole were achieved by using 2,4,6-triphenylpyrylium tetrafluoroborate as a catalyst to produce corresponding 2-oxopyrrolidin-1-yl and carbazol-9-yltetrahydroquinolines in high yields. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1325 / 1333

页数：9

共 24 条

[21] Intramolecular Diels-Alder reaction of 4-(N-furfuryl)aminobut-1-enes.: New approach to the synthesis of 6,8a-epoxyoctahydroisoquinoline (3-aza-11-oxatricyclo[6.2.1.01,6]undec-9-ene) derivatives
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[22] METAL-FREE SYNTHESIS OF N-CONTAINING HETEROCYCLES FROM o-SUBSTITUTED ANILINE DERIVATIVES VIA 2,4,6-TRIHYDROXYBENZOIC ACID-CATALYZED OXIDATIVE DEHYDROGENATION OF BENZYLAMINES UNDER OXYGEN ATMOSPHERE
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