The Cleavage of a C-C Bond in Cyclobutylanilines by Visible-Light Photoredox Catalysis: Development of a 4+2 Annulation Method.
by Wang, Jiang; Zheng, Nan
We report the first example of an intermolecular [4+2] annulation of cyclobutylanilines with alkynes enabled by visible-light photocatalysis. Monocyclic and bicyclic cyclobutylanilines successfully undergo the annulation with terminal and internal alkynes to generate a wide variety of amine-substituted cyclohexenes including new hydrindan and decalin derivatives with good to excellent diastereoselectivity. The reaction is overall redox neutral with perfect atom economy.
- Journal
- Angewandte Chemie-International Edition
- Volume
- 54
- Issue
- 39
- Year
- 2015
- Start Page
- 11424-11427
- URL
- https://dx.doi.org/10.1002/anie.201504076
- ISBN/ISSN
- 1521-3773; 1433-7851
- DOI
- 10.1002/anie.201504076