Journal
ORGANIC LETTERS
Volume 17, Issue 3, Pages 406-409Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol503683q
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Funding
- DST New Delhi [SB/S1/OC-72/2013]
- CSIR, New Delhi
- IITM
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A metal-free one-pot strategy has been developed for the first time to synthesize pharmaceutically important a-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, a-bromination of ketones, and nucleophilic substitution of a-bromo ketones to give a-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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