Acid-mediated [3+3] cycloaddition of α-EWG-α-formyl ketene-S,S-acetals and α-carbamoyl ketene-S,S-acetals: a new approach to 2-pyridone derivatives

Volume: 56, Issue: 46, Pages: 6444 - 6447
Published: Nov 1, 2015
Abstract
A series of 2-pyridone derivatives have been synthesized via a formal [3+3] annulation strategy starting from readily available α-EWG-α-formyl ketene-S,S-acetal 1 and α-carbamoyl ketene-S,S-acetals 2 in the presence of CH3COOH at 80 °C in excellent yields (91–98%). A mechanism involving sequential Baylis–Hillman reaction, intramolecular cycloaddition, Michael addition, and alkylthiol elimination processes for this novel reaction is described in...
Paper Details
Title
Acid-mediated [3+3] cycloaddition of α-EWG-α-formyl ketene-S,S-acetals and α-carbamoyl ketene-S,S-acetals: a new approach to 2-pyridone derivatives
Published Date
Nov 1, 2015
Volume
56
Issue
46
Pages
6444 - 6447
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