2-Pyridone synthesis using 2-(phenylsulfinyl) acetamide

M Fujii, T Nishimura, T Koshiba, S Yokoshima…

Index: Fujii, Masaya; Nishimura, Takuya; Koshiba, Takahiro; Yokoshima, Satoshi; Fukuyama, Tohru Organic Letters, 2013 , vol. 15, # 1 p. 232 - 234

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Citation Number: 18

Abstract

To date, various methods have been developed to construct 2-pyridone rings.(2, 3) Among them, the methods employing α,β-unsaturated ketones and 2-substituted acetamides as substrates proved to be effective in the preparation of a variety of 2-pyridones. These transformations involve 1,4-addition of the acetamides to α,β-unsaturated ketones followed by cyclization and elimination (Scheme 1).(4, 5) Since the elimination step usually proceeds via the E2 mechanism or ...