TMSCl-Catalyzed synthesis of substituted quinolines from arylimines and enolizable aldehydes

被引：0

作者：

Geng, Xin ^{[1
]}

Li, Shuangshuang ^{[1
]}

Bian, Xiaoqin ^{[1
,2
]}

Xie, Zengyang ^{[1
]}

Wang, Cunde ^{[1
]}

机构：

[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225002, Peoples R China

[2] Taizhou Polytech Coll, Dept Environm & Chem Engn, Taizhou 225300, Peoples R China

来源：

ARKIVOC | 2008年

关键词：

Substituted quinoline; TMSCl; arylimine; enolizable aldehyde; synthesis;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Some substituted quinolines were effectively synthesized utilizing chlorotrimethylsilane (TMSCl) as efficient promoter in the cyclization addition of enolizable aldehydes to arylimines under an air atmosphere in DMSO. The clean, mild and ecofriendly process with high yields and a simple workup of the desired compounds are attractive features of the reaction which enables a facile preparation of the quinoline ring.

引用

页码：50 / 57

页数：8

共 50 条

[1] TMSCl-catalyzed aza-Diels-Alder reaction: A simple and efficient synthesis of pyrano- and furanoquinolines
More, Shivaji V.
Sastry, M. N. V.
Yao, Ching-Fa
SYNLETT, 2006, (09) : 1399 - 1403
[2] Molecular iodine-catalyzed one-pot synthesis of substituted quinolines from imines and aldehydes
Lin, XF
Cui, SL
Wang, YG
TETRAHEDRON LETTERS, 2006, 47 (18) : 3127 - 3130
[3] Methyltrioxorhenium Catalyzed Synthesis of Dinitrones from Primary Diamines and Non-Enolizable Aldehydes
Najjar, Reza
Safa, Kazem D.
LETTERS IN ORGANIC CHEMISTRY, 2011, 8 (07) : 495 - 499
[4] Ruthenium-catalyzed synthesis of 3-substituted quinolines from 2-aminobenzyl alcohol and aldehydes
Cho, CS
Ren, WX
Shim, SC
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2005, 26 (12): : 2038 - 2040
[5] RHODIUM CATALYZED N-HETEROCYCLIZATION - SYNTHESIS OF QUINOLINES FROM AMINOARENES AND ALDEHYDES
WATANABE, Y
YAMAMOTO, M
SHIM, SC
MITSUDO, T
TAKEGAMI, Y
CHEMISTRY LETTERS, 1979, (08) : 1025 - 1026
[6] Facile synthesis of substituted quinolines by iron(iii)-catalyzed cascade reaction between anilines, aldehydes and nitroalkanes
Mahato, Sachinta
Mukherjee, Anindita
Santra, Sougata
Zyryanov, Grigory V.
Majee, Adinath
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (34) : 7907 - 7917
[7] Synthesis of substituted quinolines from arylamines and aldehydes via tandem reaction promoted by chlorotrimethylsilane
Bian, Xiaoqin
Liu, Lanhai
Geng, Xin
Xie, Zengyang
Li, Shuangshuang
Wang, Cunde
JOURNAL OF CHEMICAL RESEARCH, 2009, (02) : 81 - 83
[8] THE RHODIUM COMPLEX-CATALYZED SYNTHESIS OF QUINOLINES FROM AMINOARENES AND ALIPHATIC-ALDEHYDES
WATANABE, Y
SHIM, SC
MITSUDO, T
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1981, 54 (11) : 3460 - 3465
[9] Synthesis of Substituted Quinolines by Iron(III)-Catalyzed Three-Component Coupling Reaction of Aldehydes, Amines, and Styrenes
Gandeepan, Parthasarathy
Rajamalli, P.
Cheng, Chien-Hong
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (03) : 303 - 308
[10] Synthesis of Substituted Quinolines through Bismuth-Catalyzed Cyclization
M. A. B. Riyaz
L. C. Nimbus
B. Rajasekhar
T. Swu
Russian Journal of Organic Chemistry, 2023, 59 : 150 - 157

← 1 2 3 4 5 →