Abstract
Regioselective free-radical introduction of bromine at the α-position of an unsymmetrical ketone has been achieved simply by photocatalytic bromination in the presence of 1,2-epoxycyclohexane. Under these conditions function-alization of steroid ketones is also observed. The selectivity of these reactions is due to the epoxide which, by scavenging the halogen acid produced during the reaction, inhibits any ionic acid-catalysed bromination of the ketone. Whereas the more highly substituted ketones are brominated easily, the less substituted ones are unchanged because of competing free-radical ring opening of the epoxide.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
