4-(N-Boc-amino)-1H-1,2,3-triazolecarbothioamides in the synthesis of a new heterocyclic [1,2,3]triazolo[4,5-e][1,4]thiazepine system

被引:0
|
作者
Syrota, Natalia A. [1 ]
Kemskiy, Sergiy, V [2 ]
Bol'but, Andriy, V [2 ,3 ]
Chernobaev, Igor I. [2 ]
Liavinets, Oleksandr S. [2 ]
Vovk, Mykhailo V. [2 ]
机构
[1] Natl Univ Kyiv Mohyla Acad, 2 Hryhorija Skovorody St, UA-04655 Kiev, Ukraine
[2] Natl Acad Sci Ukraine, Inst Organ Chem, 5 Murmanska St, UA-02660 Kiev, Ukraine
[3] Enamine Ltd, 78 Chervonotkatska St, UA-02094 Kiev, Ukraine
关键词
4-(N-Boc-amino)-5-thioimidates; 4-(N-Boc-amino)-1H-1,2,3-triazolecarbothioamides; N-Boc-4-amino-1,2,3-triazoles; ethyl bromoacetate; 1,2,3]triazolo[1,4]thiazepines; ONE-POT SYNTHESIS; DERIVATIVES; ANTIOXIDANT;
D O I
10.1007/s10593-021-02989-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-(N-Boc-amino)-1H-1,2,3-triazolecarbothioamides, obtained by a sequential treatment of 4-(N-Boc-amino)-1H-1,2,3-triazoles with n-BuLi and alkyl isothiocyanates at -78 divided by-60 degrees C, reacted with ethyl bromoacetate, forming the respective 4-(N-Boc-amino)-5-thioimidates, which underwent intramolecular cyclocondensation upon treatment in saturated HCl solution in dioxane, producing 8-(alkylimino)-4,8-dihydro-1H-[1,2,3]triazolo[4,5-e][1,4]thiazepin-5(6H)-ones.
引用
收藏
页码:841 / 847
页数:7
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