One-step synthesis of 4(3H)-quinazolinones

被引：54

作者：

Deetz, MJ ^{[1
]}

Malerich, JP ^{[1
]}

Beatty, AM ^{[1
]}

Smith, BD ^{[1
]}

机构：

[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 10期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(01)00096-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Fluoro substituted benzoyl chlorides undergo cyclocondensation with 2-amino-N-heterocycles to form 4(3H)-quinazolinones. The reaction proceeds in moderate yields with different combinations of benzoyl chlorides and 2-amino-N-heterocycles, The products generally precipitate from the reaction mixture and require no further purification. Two tetrafluoro quinazolinones were found to be moderately active against a number of tumor cell lines. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1851 / 1854

页数：4

共 29 条

[1] QUINAZOLINES [J].

ARMAREGO, WLF .

ADVANCES IN HETEROCYCLIC CHEMISTRY, 1963, 1 :253-309

[2] New azole antifungals.: 3.: Synthesis and antifungal activity of 3-substituted-4(3H)-quinazolinones [J].

Bartroli, J ;

Turmo, E ;

Algueró, M ;

Boncompte, E ;

Vericat, ML ;

Conte, L ;

Ramis, J ;

Merlos, M ;

García-Rafanell, J ;

Forn, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (11) :1869-1882

[3] SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].

BOYD, MR ;

PAULI, KD .

DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109

[4]

Brown D.J., 1994, The Pyrimidines

[5]

BROWN DJ, 1996, QUINAZOLINES

[6] AROMATIC NUCLEOPHILIC SUBSTITUTION REACTIONS [J].

BUNNETT, JF ;

ZAHLER, RE .

CHEMICAL REVIEWS, 1951, 49 (02) :273-412

[7] Electrolytic partial fluorination of organic compounds. 35. Anodic fluorination of 2-pyrimidyl, 2-pyridyl, and 2-quinazolinonyl sulfides [J].

Dawood, KM ;

Higashiya, S ;

Hou, YK ;

Fuchigami, T .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21) :7935-7939

[8] REACTIONS OF SOME QUINAZOLINE COMPOUNDS WITH ETHOXYMETHYLENEMALONIC ACID-DERIVATIVES [J].

DEADY, LW ;

MACKAY, MF ;

WERDEN, DM .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (01) :161-168

[9] SYNTHESIS OF NEW TETRAFLUOROBENZO HETEROAROMATIC-COMPOUNDS [J].

DOLBIER, WR ;

BURKHOLDER, C ;

ABBOUD, KA ;

LOEHLE, D .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25) :7688-7694

[10]

ELLIS G, 1992, SYNTHESIS FUSED HE 1, V47

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