Seven-membered nitrogen containing heterocycles, although reasonably common in nature, are considerably underrepresented in the chemical literature compared to their five- and six-membered analogues. We have become interested in a formal [5+2] cycloaddition of N-vinylpyrrolidinones1 under irradiation to afford azepin-4-one derivatives in good yields. Functionalization of the vinyl-pyrrolidinone moiety can give a number of substitution patterns around the azepine ring. 1Buhr, German DE Patent 2013761, March 20,1970.

Efforts toward decorated azepine derivatives through a photochemical formal [5+2] cycloaddition

249th National Meeting (2015)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.