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Synthesis of pyrrole-dihydrothiazole ensembles from 1-allenyl-1H-pyrrole, isothiocyanates, and propargyl bromide

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Abstract

N-Alkylidene-1-(propargylsulfanyl)-2-(1H-pyrrol-1-yl)buta-1,3-dien-1-amines at treatment by a superbasic system t-BuONa–THF–DMSO under standard conditions of the synthesis of seven-membered azaheterocycles are chemo- and stereoselectively converted into 4,4-disubstituted 5-ethenylidene-2-[(Z)-1-(1H-pyrrol-1-yl)prop-1-enyl]-4,5-dihydro-1,3-thiazoles.

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References

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Correspondence to N. A. Nedolya.

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Original Russian Text © O.A. Tarasova, N.A. Nedolya, A.I. Albanov, B.A. Trofimov, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 2, pp. 303–306.

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Tarasova, O.A., Nedolya, N.A., Albanov, A.I. et al. Synthesis of pyrrole-dihydrothiazole ensembles from 1-allenyl-1H-pyrrole, isothiocyanates, and propargyl bromide. Russ J Org Chem 53, 305–308 (2017). https://doi.org/10.1134/S1070428017020300

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  • DOI: https://doi.org/10.1134/S1070428017020300

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