NHI-Triggered [4 + 2] Annulation of α,β-Unsaturated Ketoxime Acetates with -Acetyl Enamides for the Synthesis of Pyridines.

J Org Chem

College of Biotechnology and Pharmaceutical Engineering, State Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, Nanjing 211816, China.

Published: June 2020

The NHI-triggered formal [4 + 2] annulation of α,β-unsaturated ketoxime acetates with -acetyl enamides has been developed. The current protocol employs electron-rich enamides as C2 synthons and enables the efficient and straightforward construction of polysubstituted pyridines in moderate to good yields based on metal-free systems. The reaction tolerates a wide range of functional groups and represents an alternate route toward the synthesis of pyridine derivatives.

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http://dx.doi.org/10.1021/acs.joc.0c01081DOI Listing

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