DOI: 10.1002/ejoc.202300640 ISSN:
Catalyst‐Free Regioselective C3‐H Benzoxylation of 1H‐Indoles with Benzoyl Peroxide
Navyasree Pilli, Sudheer Kumar Karu, Chandrasekharam Malapaka- Organic Chemistry
- Physical and Theoretical Chemistry
An efficient catalyst‐free C‐O bond formation reaction for the synthesis of 1H‐indol‐3‐yl benzoates was developed through C(sp2)‐H functionalization of 1H indoles with benzoyl peroxide (BPO) in acetonitrile at room temperature under open flask conditions. The reaction proceeds without exclusion of air or moisture and is applied to a wide array of electronically differentiated indoles as well as BPOs. C‐3 benzoxylation of indoles was achieved with excellent regioselectivity under mild and easy to operate conditions. The reaction is scalable to one gram level.