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Synthesis 2004(14): 2317-2322
DOI: 10.1055/s-2004-831178
DOI: 10.1055/s-2004-831178
PAPER
© Georg Thieme Verlag Stuttgart · New York
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
Further Information
Received
12 May 2004
Publication Date:
17 August 2004 (online)
Publication History
Publication Date:
17 August 2004 (online)
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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