Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones using KAl(SO4)2•12H2O as a reusable catalyst in water and ethanol

被引：216

作者：

Dabiri, M ^{[1
]}

Salehi, P

Otokesh, S

Baghbanzadeh, M

Kozehgary, G

Mohammadi, AA

机构：

[1] Shahid Beheshti Univ, Fac Sci, Dept Chem, Tehran 1983963113, Iran

[2] Shahid Beheshti Univ, Dept Phytochem, Med Plants & Drugs Res Inst, Tehran 19835, Iran

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 36期

关键词：

KAl(SO4)(2)center dot 12H(2)O; multi-component reaction; cyclocondensation; 2,3-dihydroquinazolin-4(1H)-ones; reusable catalyst;

D O I：

10.1016/j.tetlet.2005.06.157

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

KAI(SO4)(2)(.)l2H(2)O was found to catalyze efficiently a one-pot three-component cyclocondensation of isatoic anhydride and primary amines or ammonia sources such as (NH4)(2)CO3, NH4OAc and NH4Cl with aromatic aldehydes under mild conditions to afford the corresponding mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones in good yields. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6123 / 6126

页数：4

共 34 条

[1] A novel method for the synthesis of 4(3H)-quinazolinones [J].

Abdel-Jalil, RJ ;

Voelter, W ;

Saeed, M .

TETRAHEDRON LETTERS, 2004, 45 (17) :3475-3476

[2]

CIZMARIK J, 1987, PHARMAZIE, V42, P139

[3] Inhibition of clinically relevant mutant variants of HIV-1 by quinazolinone non-nucleoside reverse transcriptase inhibitors [J].

Corbett, JW ;

Ko, SS ;

Rodgers, JD ;

Gearhart, LA ;

Magnus, NA ;

Bacheler, LT ;

Diamond, S ;

Jeffrey, S ;

Klabe, RM ;

Cordova, BC ;

Garber, S ;

Logue, K ;

Trainor, GL ;

Anderson, PS ;

Erickson-Viitanen, SK .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (10) :2019-2030

[4]

Dabiri M, 2004, J CHEM RES-S, P570

[5]

DABIRI M, 2005, SYNTHETIC COMMUN, V35, P287

[6] Recent advances in isocyanide-based multicomponent chemistry [J].

Dömling, A .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2002, 6 (03) :306-313

[7]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

[8]

2-U

[9]

GUPTA RC, 1979, J INDIAN CHEM SOC, V56, P219

[10] 6-alkylamino- and 2,3-dihydro-3′-methoxy-2-phenyl-4-quinazolinones and related compounds:: Their synthesis, cytotoxicity, and inhibition of tubulin polymerization [J].

Hour, MJ ;

Huang, LJ ;

Kuo, SC ;

Xia, Y ;

Bastow, K ;

Nakanishi, Y ;

Hamel, E ;

Lee, KH .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (23) :4479-4487

← 1 2 3 4 →