Microwave-assisted Niementowski reaction. Back to the roots

被引：113

作者：

Alexandre, FR

Berecibar, A

Besson, T

机构：

[1] Univ Rochelle, UFR Sci Fondamentales & Sci Ingenieur, Lab Genie Prote & Cellulaire, EA3169,Grp Chim Organ, F-17042 La Rochelle 1, France

[2] PFIZER, Global Res & Dev, Fresnes Labs, F-94265 Fresnes, France

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 21期

关键词：

Niementowski reaction; microwave irradiation; quinazolin-4-ones;

D O I：

10.1016/S0040-4039(02)00619-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In a search to speed up an aspect of the discovery processes, the Niementowshi synthesis of the 3H-quinazolin-4-one core as reinvestigated using microwave irradiation. The experimental methodology and microwave conditions described here are ell established, allowing significant rate enhancements and good yields compared to conventional reaction conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3911 / 3913

页数：3

共 20 条

[1]

Armarego W.L.F., 1979, ADV HETEROCYCL CHEM, V24, P1, DOI 10.1016/S0065-2725(08)60507-3

[2] AN ANTIMALARIAL ALKALOID FROM HYDRANGEA .15. SYNTHESIS OF 5-DERIVATIVES, 6-DERIVATIVES, 7-DERIVATIVES, AND 8-DERIVATIVES WITH 2 IDENTICAL SUBSTITUENTS [J].

BAKER, BR ;

SCHAUB, RE ;

JOSEPH, JP ;

MCEVOY, FJ ;

WILLIAMS, JH .

JOURNAL OF ORGANIC CHEMISTRY, 1952, 17 (01) :149-156

[3] AN ANTIMALARIAL ALKALOID FROM HYDRANGEA .14. SYNTHESIS OF 5-MONOSUBSTITUTED, 6-MONOSUBSTITUTED, 7-MONOSUBSTITUTED, AND 8-MONOSUBSTITUTED DERIVATIVES [J].

BAKER, BR ;

SCHAUB, RE ;

JOSEPH, JP ;

MCEVOY, FJ ;

WILLIAMS, JH .

JOURNAL OF ORGANIC CHEMISTRY, 1952, 17 (01) :141-148

[4] Multistep synthesis of thiazoloquinazolines under microwave irradiation in solution [J].

Besson, T ;

Guillard, J ;

Rees, CW .

TETRAHEDRON LETTERS, 2000, 41 (07) :1027-1030

[5] New route to 2-cyanobenzothiazoles via N-arylimino-1,2,3-dithiazoles [J].

Besson, T ;

Dozias, MJ ;

Guillard, J ;

Rees, CW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (23) :3925-3926

[6] Expeditious routes to 4-alkoxyquinazoline-2-carbonitriles and thiocarbamates via N-arylimino-1,2,3-dithiazoles using microwave irradiation [J].

Besson, T ;

Dozias, MJ ;

Guillard, J ;

Jacquault, P ;

Legoy, MD ;

Rees, CW .

TETRAHEDRON, 1998, 54 (23) :6475-6484

[7] New route to 4-alkoxyquinazoline-2-carbonitriles [J].

Besson, T ;

Rees, CW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (23) :2857-2860

[8] Efficient modified von Niementowski synthesis of novel derivatives of 5a,14b,15-triazabenzo[a]indeno[1,2-c]anthracen-5-one from indolo[1,2-c]quinazoline [J].

Domon, L ;

Le Coeur, C ;

Grelard, A ;

Thiéry, V ;

Besson, T .

TETRAHEDRON LETTERS, 2001, 42 (38) :6671-6674

[9] Microwave acceleration of the Pechmann reaction on graphite/montmorillonite K10:: application to the preparation of 4-substituted 7-aminocoumarins [J].

Frère, S ;

Thiéry, V ;

Besson, T .

TETRAHEDRON LETTERS, 2001, 42 (15) :2791-2794

[10]

GAVIT A, 1996, BIOORGAN MED CHEM, V4, P1203

← 1 2 →