Substituent-Dictated Concise Synthesis of 4,6-DisubstitutedN-Alkyl-2-­pyridones and 2-Aminopyridines

Goel, Atul ; Singh, Fateh V. ; Verma, Deepti (2005) Substituent-Dictated Concise Synthesis of 4,6-DisubstitutedN-Alkyl-2-­pyridones and 2-Aminopyridines Synlett (13). pp. 2027-2030. ISSN 0936-5214

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Official URL: http://doi.org/10.1055/s-2005-872232

Related URL: http://dx.doi.org/10.1055/s-2005-872232

Abstract

Functionalized N-alkyl-2-pyridones and 2-aminopyridines are useful precursors for the synthesis of various heterocyclic compounds of therapeutic importance. In this paper we have delineated and illustrated a direct methodology for the synthesis of 6-aryl-N-hydroxyethyl-4-methylsulfanyl-2-pyridones through the ring transformation of 6-aryl-3-cyano-4-methylsulfanyl-2H-pyran-2-ones by ethanolamine. Surprisingly, the analogous reaction with 6-aryl-3-cyano-4-piperidin-1-yl-2H-pyran-2-ones afforded 2-aminopyridines in high yield instead of the corresponding 2-pyridones.

Item Type:Article
Source:Copyright of this article belongs to Georg Thieme Verlag.
Keywords:N-alkyl-2-pyridone; 2-aminopyridine; Ethanolamine; Pyran-2-one; Ring Transformation Reaction.
ID Code:117911
Deposited On:06 May 2021 07:39
Last Modified:06 May 2021 07:39

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