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Updated: Apr 18, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
A versatile and one-pot strategy to synthesize α-amino ketones from benzylic secondary alcohols using
Somraj Guha1, Venkatachalam Rajeshkumar, Surya Srinivas Kotha
1Department of Chemistry, Indian Institute of Technology Madras , Chennai, Tamil Nadu 600036, India.
Abstract:
A metal-free one-pot strategy has been developed for the first time to synthesize pharmaceutically important α-amino ketones from readily available benzylic secondary alcohols and amines using N-bromosuccinimide. This new reaction proceeds via three consecutive steps involving oxidation of alcohols, α-bromination of ketones, and nucleophilic substitution of α-bromo ketones to give α-amino ketones. Importantly, this novel one-pot greener reaction avoids direct usage of toxic and corrosive bromine. This methodology has been employed efficiently to synthesize pharmaceutically important amfepramone and pyrovalerone in a single step.
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