A Photochemical Two-Step Formal [5+2] Cycloaddition: A Condensation–Ring-Expansion Approach to Substituted AzepanesWe thank NIGMS for support (GM80442)
Received: 08 March 2017
Accepted after revision: 10 May 2017
29 June 2017 (eFirst)
Dedicated to our friend and colleague Victor Snieckus on the occasion of his 80th birthday.
Seven-membered nitrogen-containing heterocycles are considerably underrepresented in the literature compared to their five- and six-membered analogues. Herein, we report a relatively understudied photochemical rearrangement of N-vinylpyrrolidinones to azepin-4-ones in good yields. This transformation allows for the conversion of readily available pyrrolidinones and aldehydes to densely functionalized azepane derivatives in a facile two-step procedure.