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

O. A. Tarasova; N. A. Nedolya; A. I. Albanov; B. A. Trofimov

doi:10.1134/S1070428017020300

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

Authors: Tarasova O.A.¹, Nedolya N.A.¹, Albanov A.I.¹, Trofimov B.A.¹
Affiliations:
1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Issue: Vol 53, No 2 (2017)
Pages: 305-308
Section: Short Communications
URL: https://journals.rcsi.science/1070-4280/article/view/215861
DOI: https://doi.org/10.1134/S1070428017020300
ID: 215861

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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.