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J Org Chem. 2013 Apr 5;78(7):3323-8. doi: 10.1021/jo4001959. Epub 2013 Mar 7.

Hydrogen bond-assisted 6π-azaelectrocyclization of penta-2,4-dienamides: synthesis of dihydropyridin-2(3H)-ones.

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  • 1Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China.

Abstract

A facile and efficient synthesis of substituted dihydropyridin-2(3H)-ones is developed from penta-2,4-dienamides, in which an intramolecular C-N bond was formed through thermal 6π-azaelectrocyclization. The intramolecular hydrogen bonding-assisted cyclization reaction opens access to a variety of dihydropyridin-2(3H)-ones.

PMID:
23445321
[PubMed - indexed for MEDLINE]
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