On Features of Halocyclization of 4-Allyl-5-substituted-2,4-dihydro-3H-1,2,4-triazol-3-thiones and Synthesis of New Derivatives of 1,2,3-Triazoles

被引：1
|
作者：
Galstyan, Armen S. [1 ]
Grigoryan, Sevak V. [1 ]
Samvelyan, Melanya A. [1 ]
Frangyan, Vardges R. [1 ]
Yeganyan, Tigran H. [1 ]
Ayvazyan, Armen G. [2 ]
Ghochikyan, Tariel V. [1 ]
机构：
[1] Yerevan State Univ, Fac Chem, 1 A Manoukyan Str, Yerevan 0025, Armenia
[2] Sci & Technol Ctr Organ & Pharmaceut Chem NAS RA, Mol Struct Res Ctr, 26 Azatutian Ave, Yerevan 0014, Armenia
来源：
CHEMISTRYSELECT | 2022年 / 7卷 / 19期
关键词：
CuAAC reaction; halocyclization; 1; 2; 3-tirazoles; 4-triazole-3-thiones; thiazolo[2; 3-c][1; 4]triazoles; BIOLOGICAL EVALUATION; TRIAZOLE DERIVATIVES; ANTIBACTERIAL; DESIGN;
D O I：
10.1002/slct.202201283
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A study was carried out on the regioselectivity of the electrophilic halocyclization of 4-allyl-5-substituted-2,4-dihydro-3H-1,2,4-triazol-3-thiones by the action of bromine and iodine. It was revealed which factors influence the structure of the reaction products. 6-(Bromomethyl)-3-substituted-5,6-dihydrothiazolo[2,3-c]-[1,2,4]triazoles have been shown to be good starting materials for the synthesis of polyheterocyclic systems containing a 1,2,3-triazole ring. In contrast, 6-iodo-3-substituted-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazines do not undergo azidation. Due to the dehydrohalogenation reaction, a double bond is formed.
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页数：8
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