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Updated: May 28, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
A radical approach towards polarity-reversed para-substitution of electron-deficient arenes
Shashank Singh1, Arindam Kundu1, Claire Empel2
1Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi-110016, India. ravips@chemistry.iitd.ac.in.
Abstract:
We have developed a protocol for polarity-reversed para-substitution of electron-deficient arenes. In order to achieve desired reactivity and selectivity for a broad range of substrates, the dual pronged strategy is essential. Furthermore, this approach has also shown promise in perfluoroalkylation of arenes. Control experiments and computational studies provide a mechanistic insight for the observed selectivity. The potential for drug design synthesis has been showcased by this economical and ecofriendly method that provides access to a variety of building blocks.
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