Pyrrolo[2,1-b]thiazol-3(2H)-ones as Precursors of N-Alkyl-2-(1H-pyrrol-2-ylthio)acetamides and N-Alkyl-2-(1H-pyrrol-2-ylthi...

Anton V. Tverdokhlebov; Alexander P. Andrushko; Elizaveta V. Resnyanska; Andrey A. Tolmachev

doi:10.1055/s-2004-831178

PAPER

Pyrrolo[2,1-b]thiazol-3(2H)-ones as Precursors of N-Alkyl-2-(1H-pyrrol-2-ylthio)acetamides and N-Alkyl-2-(1H-pyrrol-2-ylthio)propanamides

Anton V. Tverdokhlebov*^a, Alexander P. Andrushko^a, Elizaveta V. Resnyanska^a, Andrey A. Tolmachev^b
^a Enamine Ltd., Alexandra Matrosova Str. 23, 01103, Kiev, Ukraine
^b Kiev National Taras Shevchenko University, Volodimirska str. 62, 01033, Kiev, Ukraine
e-Mail: atver@univ.kiev.ua;

Abstract

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Abstract

6-Aryl-2,3-dihydro-3-oxopyrrolo[2,1-b]thiazole-7-carboxylic acids ethyl esters were prepared by refluxing 2-[3-(2-aryl-2-oxoethyl)-4-oxo-2-thiazolidinylidene]acetic acid ethyl esters in POCl₃. An amination of the obtained pyrrolo[2,1-b]thiazole derivatives with primary aliphatic amines was found to yield N-alkyl-2-[(4-aryl-3-ethoxycarbonyl-2-pyrrolyl)thio]acetamides and -propanamides.

Key words

aminations - cyclizations - pyrroles - pyrrolo[2,1-b]thiazoles - ring opening

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