Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde

被引:3
作者
Vikrishchuk, Natalia, I [1 ]
Tkachev, Valerii V. [2 ,3 ]
Borodkin, Gennady S. [4 ]
Gazieva, Galina A. [5 ]
Shilov, Gennady, V [2 ]
机构
[1] Southern Fed Univ, Chem Dept, 7 Zorge St, Rostov Na Donu 344090, Russia
[2] Russian Acad Sci, Inst Problems Chem Phys, Chernogolovka 142432, Russia
[3] Russian Acad Sci, Inst Physiologically Act Subst, Chernogolovka 142432, Russia
[4] Southern Fed Univ, Inst Phys & Organ Chem, 194-2 Stachka Ave, Rostov Na Donu 344090, Russia
[5] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
关键词
Indole; N-N bond cleavage; Rearrangement; Triazolothiazino[6,5-b]indol-10(5H)-one; ANTIVIRAL ACTIVITY;
D O I
10.1016/j.tetlet.2020.152490
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As a result of the reaction of 2-chloro-1H-indole-3-carbaldehydes with 4-amino-5-alkyl-4H-1,2,4-triazole-3-thiols in DMF, representatives of a new heterocyclic system, 1,2,4-triazolo[5',1':2,3][1,3]thiazino [6,5-b]indol-10(5H)-one, were obtained. The reaction proceeds unusually, with a the release of an ammonia molecule. The structure of 1,2,4-triazolo[5',1':2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones was established by X-ray diffraction. The obtained compounds contain rutalexin scaffold in the structure and are promising in terms of biological activity. (C) 2020 Elsevier Ltd. All rights reserved.
引用
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页数:3
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