Denitrocyclization in synthesis of dibenzo[b,f][1,4]thiazepin-11(10H)-ones and their derivatives

被引:4
作者
Smirnov, Alexey V.
Kalandadze, Levan S.
Sakharov, Vladimir N.
Dorogov, Mikhail V.
Ivachtchenko, Alexander V.
机构
[1] Chem Divers Inc, San Diego, CA 92121 USA
[2] Ushinsky Yaroslavl State Pedagog Univ, Yaroslavl, Russia
关键词
INHIBITORS; DIPEPTIDES; POTENT;
D O I
10.1002/jhet.5570440604
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient synthesis of the novel dibenzo[bf[1,4]thiazepin-11(10H)-ones is reported. As a key step, the synthetic route includes intramolecular aromatic denitrocyclization of 2-(2,4-dinitro-phenylsulfanyl)benzoic acid amides. Efficient procedures for denitrocyclization in the presence of different bases are developed. Reduction of the nitro group in the obtained heterocycles resulted in formation of primary amines, which were transformed into amides by acylation with different carboxylic acids. The synthesized compounds have a great potential of bioactivity and are useful objects for biomedicinal screening.
引用
收藏
页码:1247 / 1251
页数:5
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