Synthesis of functionalized imidazo[4,5-e]thiazolo[3,2-b]tri-azines by condensation of imidazo[4,5-e]triazinethiones with DMAD or DEAD and rearrangement to imidazo[4,5-e]thiazolo[2,3-c]triazines

被引:13
|
作者
Izmest'ev, Alexei N. [1 ,2 ]
Vinogradov, Dmitry B. [1 ]
Kolotyrkina, Natalya G. [1 ]
Kravchenko, Angelina N. [1 ,3 ]
Gazieva, Galina A. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Leninsky Prosp 47, Moscow 119991, Russia
[2] Natl Univ Sci & Technol MISiS, 4 Leninsky Prosp, Moscow 119049, Russia
[3] Plekhanov Russian Univ Econ, 36 Stremyanny Lane, Moscow 117997, Russia
来源
关键词
amidine rearrangement; cyclocondensation; heterocycles; thiazolidine-4-one; 1; 2; 4-triazine; BIOLOGICAL-ACTIVITY; DERIVATIVES; THIAZOLIDIN-4-ONE;
D O I
10.3762/bjoc.17.87
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two series of functionalized imidazothiazolotriazine derivatives were synthesized via the condensation of imidazo[4,5-e]-1,2,4-triazine-3-thiones with acetylenedicarboxylic acid dimethyl and diethyl esters (DMAD and DEAD) and subsequent base-catalyzed rearrangement of the obtained imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazines into regioisomeric imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine derivatives.
引用
收藏
页码:1141 / 1148
页数:8
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