Synfacts 2009(12): 1416-1416  
DOI: 10.1055/s-0029-1218199
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Solid-Phase Synthesis of 2-Pyridones, 1,4-Diazepines, and 1,4-Oxazepines

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Chung Keun Jin
J.-F. Xu, X. Huang*
Zhejiang University, Hangzhou and Shanghai Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
20 November 2009 (online)


Resin-supported 3-amino-2-seleno esters 2 were prepared and applied to the preparation of 2-pyridones 3, 1,4-diazepines 4, and 1,4-oxazepines 5. Thus, resins 2 reacted with malonic monoesters to give the corresponding amide resins 6. The cyclization of 6 with t-BuOK gave lactam resins 7 which underwent the cleavage from the polymer support with 30% H2O2 to afford the desired 2-pyridones 3 (43-63% yield, 9 examples).