Abstract
A new pathway was developed for the synthesis of benzyl benzoates via TBAI-mediated oxidative self-coupling of benzyl bromides in the presence of tert-butyl hydroperoxide (TBHP) as an oxidant under solvent-free conditions. Various derivatives of precursors including electron donating and withdrawing groups as well as heteroaromatic and polycyclic benzyl bromides were subjected to the reaction conditions and converted to the corresponding benzylic esters in good to high yields. Mechanistic studies showed that this reaction did not take place via the radical pathway and tert-butyl peresters and benzoic acids are two key intermediates in this transformation.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: 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.