Ruthenium (VIII) Catalysed Dearomative Pyridyl C−X Activation: Direct Synthesis of N‐ Alkyl‐2‐pyridones. Issue 7 (18th June 2021)

• Record Type: Journal Article
• Authors: Das, Biswajit; Rout, Nilendri; Sarkar, Debayan
• Is Part Of: Asian journal of organic chemistry. Volume 10:Issue 7(2021)
• Page Start: 1786
• Page End: 1794
• Publication Date: 2021-06-18
• Subjects: Ruthenium (VIII) -- Oxidative dearomatization -- N-alkyl-2-pyridone -- Pyridinium salt; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202100258
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An efficient synthetic strategy employing pyridyl C−X activation, for the generation of N ‐alkyl‐2‐pyridones from N ‐alkyl‐2‐halopyridinium salts is described. As pyridones are dearomatised synthetic derivatives of pyridines, a versatile scope exist for pyridyl C−H functionalisation. The present strategy exemplifies a straight forward in‐situ generation of Ru(VIII), leading catalytic dearomative synthesis of pyridones. The N ‐alkyl‐2‐pyridones are further reduced to N ‐alkyl‐2‐piperidones and a plausible mechanism is also drawn, which is supported by some controlled reactions. Abstract : An efficient synthetic strategy employing pyridyl C−X activation for the generation of N ‐alkyl‐2‐pyridones from N ‐alkyl‐2‐halopyridinium salts is described.