Syntheses of sulfoxide derivatives in the benzodiazine series.: Diazines.: Part 37

被引:10
|
作者
Le Fur, N
Mojovic, L
Turck, A
Plé, N
Quéguiner, G
Reboul, V
Perrio, S
Metzner, P
机构
[1] CNRS, UMR 6014, IRCOF, INSA Rouen,Lab Chim Organ Fine & Heterocycl, F-76131 Mont St Aignan, France
[2] Univ Caen, ENS, CNRS, UMR 6507,Lab Chim Mol & Thioorgan, F-14050 Caen, France
关键词
sulfoxides; benzodiazines; cinnolines; quinoxaline; quinazolines; phtalazines;
D O I
10.1016/j.tet.2004.05.059
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Syntheses of new sulfinylcinnolines, quinoxalines, quinazolines and phtalazines have been investigated starting from the appropriate halogenobenzodiazine derivatives. The latter were converted in one step to the corresponding sulfanyl benzodiazines which upon oxidation with m-CPBA led to the corresponding sulfoxide derivatives of benzodiazines in moderate to good yields. In parallel to this study, an improved method for the synthesis of 2-methylsulfinylquinoxaline starting from 2-sulfanylquinoxaline is also described and in the quinazoline series a synthetic route has been developed to prepare 2-tert-butyl-5-phenylsulfinylquinazoline with satisfactory yield as well as 2-tert-butyl-5-tert-butylsulfinyl-4(3H)-quinazolinone and 2-tert-butyl-8-tert-butylsulfinyl-4(3H)-quinazolinone. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7983 / 7994
页数:12
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