Alkylation of 1,2,4-triazole-3-thiols with haloalkanoic acid esters

Samvelyan, M. A.; Ghochikyan, Tariel V.; Grigoryan, S. V.; Tamazyan, R. А.; Aivazyan, A. G.

doi:10.1134/s1070428017060203

Cited by 4 publications

(1 citation statement)

References 18 publications

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“…With the purpose to create new heterocyclic systems, to enlarge the range of heterocyclic compounds, as the research object we have chosen 5‐mercapto‐3,4‐disubstituted‐1,2,4‐triazoles ( 1 a‐h ), which are characterized by thion‐thiol tautomeric state. Hence, as the reactions of electrophilic substitution they result in both S‐substituted derivatives and Michael addition– forming triazolyl‐substituted β‐alanines. And β‐alanine and its derivatives are known to be widely used as dietary supplementa (biologically active additives).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Novel Derivatives of 1,2,4‐Triazoles

et al. 2018

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A method for the preparation of methyl esters of β-1,2,4triazole-substituted alanines by condensation of methyl acrylate with 3,4-disubstituted-5-mercapto-1,2,4-triazoles has been developed. The optimal conditions for the process of hydrazinolysis of N-allyl derivatives of the obtained products were established. It is shown that to prevent the reduction of the allyl group, it is reasonable to carry out the process of hydrazinolysis in the presence of sodium sulfite. Based on hydrazides of β-1,2,4-triazole-substituted alanines, biheterocyclic compounds of a new structure -1,2,4-triazole-and 1,3,4oxadiazole-1,2,4-triazoles were synthesized.ChemistrySelect 2018, 3, 9981 -9985

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Section: Resultsmentioning

confidence: 99%

Synthesis of Novel Derivatives of 1,2,4‐Triazoles

et al. 2018

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Ligand‐Free Copper(0)‐Catalyzed C−S Ullmann‐Type Cross‐Coupling Reaction: S‐Arylation of 5,4‐Disubstituted 2,4‐Dihydro‐3H‐1,2,4‐triazole‐3‐thiones

Petrosyan,

Ayvazyan,

Ghochikyan

et al. 2024

Eur J Org Chem

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Studied the S‐arylation of 5,4‐disubstituted‐2,4‐dihydro‐3H‐1,2,4‐triazole‐3‐thiones under ligand‐free Cu(0) catalyzed Ullmann‐type reaction conditions. Optimum reaction conditions and the effect of substituents in the arylating agent on the course of the reaction were revealed. The presence of EWG in aryl halides allows the reaction to be carried out without a catalyst, in particular, the presence of EWG in the para position of the aromatic ring has a limiting effect on the leaving group independent of the halogen.

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