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Synthesis 2005(1): 161-165
DOI: 10.1055/s-2004-831225
DOI: 10.1055/s-2004-831225
PSP
© Georg Thieme Verlag Stuttgart · New YorkSynthesis of α-Isocyano-α-alkyl(aryl)acetamides and their Use in the Multicomponent Synthesis of 5-Aminooxazole, Pyrrolo[3,4-b]pyridin-5-one and 4,5,6,7-Tetrahydrofuro[2,3-c]pyridine
Weitere Informationen
Received
26 May 2004
Publikationsdatum:
16. September 2004 (online)
Publikationsverlauf
Publikationsdatum:
16. September 2004 (online)

Abstract
α-Isocyano-β-phenylpropionamide 1 is synthesized from the corresponding amino acid in excellent yield. The unique reactivity of this bifunctional compound is exploited for the development of novel multicomponent synthesis of 5-aminooxazole 6, pyrrolo[3,4-b]pyridin-5-one 10 and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine 13.
Key words
domino process - multicomponent reaction - heterocycles - isonitrile - oxazole - pyrrolopyridinone - tetrahydrofuropyridine
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