A general synthesis of tetrahydropyrazolo[3,4-d]thiazoles

Pelletier, Sophie; Pinson, Benjamin; Šmejkal, Tomáš; Lamberth, Clemens

doi:10.1016/j.tet.2013.04.002

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Cited by 6 publications

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“…Recently, Pelletier et al [23] have reported the synthesis of tetrahydropyrazolo [3,4-d]thiazole by condensation of 5-benzylidene-4-thiazolidine-thione with hydrazines by enhancing the reactivity of thiazolidinone through thionation of the lactam function. Using a similar approach, we converted thiazolidin-4-one 1 into 4-thiazolidin-thione 6.…”

Section: Resultsmentioning

confidence: 99%

Facile synthesis of substituted dihydro-1H-pyrazolo[3,4-d]thiazoles through enaminones of 4-thiazolidinones

Gautam

Chaudhary

2014

Heterocyclic Communications

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A short two-step synthesis of substituted dihydro- 1H-pyrazolo[3,4-d]thiazoles from 4-thiazolidinones is described. 4-Thiazolidinones are easily synthesized by the reaction of thiosemicarbazones of carbonyl compounds and chloroacetic acid. Upon treatment with Lawesson's reagent and dimethylformamide-dimethylacetal, 5-dimethylaminomethylene-3-methylthiazolidine-4-thiones are formed, which undergo condensation with hydrazine derivatives to furnish substituted dihydro-1H-pyrazolo [3,4-d]thiazoles. The structure of the synthesized compounds was established by elemental analysis and analysis of spectral data.

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Section: Resultsmentioning

confidence: 99%