Rapid access to oxazoles from feedstock chemicals via tandem oxidation
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Date
2019-03
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Abstract
A radical cascade strategy for the modular synthesis of oxazoles from feedstock alcohols and nitriles has been developed. This double C-H oxidation is enabled by in situ generated imidate and acyloxy radicals, which afford regio- and chemo- selective β C-H bisfunctionalization. A preliminary synthetic scope and utility of this tandem hydrogen atom transfer (HAT) approach to access oxazoles is included, along with experiments and computational support that provide insight into the selectivity and mechanism of both HAT events.
Description
Poster Division: Math and Physical Sciences: 2nd Place (The Ohio State University Edward F. Hayes Graduate Research Forum)
Keywords
organic synthesis, radical chemistry, heterocycles, oxazoles