New 3-Alken(yn)ylsulfanyl-9H-indeno[1,2-e][1,2,4]triazin-9-ones and Their Heterocyclization

A one-pot three-component synthesis of previously undescribed 3-alkenyl(propargyl)sulfanyl-indeno[1,2-e][1,2,4]triazin-9-ones was developed for the first time. The direction of cyclization in the reaction of ninhydrin and thiosemicarbazide in the presence of a base and an alkyl halide was-established for the first time by single crystal XRD analysis using the-example of 3-allylsulfanylindeno[1,2-e][1,2,4]triazin-9-one. In some cases, subsequent heterocyclization was also achieved, in particular, for allyl sulfide under the action of bromine, for methallyl sulfide under the action of iodine and bromine, and for butenyl sulfide under the action of iodine.

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Publication Details

Journal
Russian Journal of General Chemistry
Published
2026-03-11
DOI
https://doi.org/10.1134/s1070363225606908
Primary Topic
Cyclization and Aryne Chemistry
Type
article
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article

New 3-Alken(yn)ylsulfanyl-9H-indeno[1,2-e][1,2,4]triazin-9-ones and Their Heterocyclization

Dmitry S. Kopchuk, A. V. Rybakova, Anna R. Bezgodova, Maksim V. Dmitriev et al.
Russian Journal of General Chemistry
Cyclization and Aryne Chemistry
article

New 3-Alken(yn)ylsulfanyl-9H-indeno[1,2-e][1,2,4]triazin-9-ones and Their Heterocyclization

Dmitry S. Kopchuk, A. V. Rybakova, Anna R. Bezgodova, Maksim V. Dmitriev, Milena E. Sakhautdinova
article en

Abstract

A one-pot three-component synthesis of previously undescribed 3-alkenyl(propargyl)sulfanyl-indeno[1,2-e][1,2,4]triazin-9-ones was developed for the first time. The direction of cyclization in the reaction of ninhydrin and thiosemicarbazide in the presence of a base and an alkyl halide was-established for the first time by single crystal XRD analysis using the-example of 3-allylsulfanylindeno[1,2-e][1,2,4]triazin-9-one. In some cases, subsequent heterocyclization was also achieved, in particular, for allyl sulfide under the action of bromine, for methallyl sulfide under the action of iodine and bromine, and for butenyl sulfide under the action of iodine.

Russian Journal of General ChemistryVol. 96(4)
South Ural State University (RU), Ural Federal University (RU), Moscow Power Engineering Institute (RU), Sirius University of Science and Technology (RU), Institute of Organic Synthesis (RU), Ural Branch of the Russian Academy of Sciences (RU), Solikamsk State Pedagogical Institute (RU)
Clean water and sanitation
Openalex Percentile: Top 24%
Cyclization and Aryne Chemistry
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