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Title: Selective Interactions between Free-Atom-like d -States in Single-Atom Alloy Catalysts and Near-Frontier Molecular Orbitals
Award ID(s):
1944834
PAR ID:
10409060
Author(s) / Creator(s):
;
Date Published:
Journal Name:
Journal of the American Chemical Society
Volume:
143
Issue:
31
ISSN:
0002-7863
Page Range / eLocation ID:
11897 to 11902
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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    A radical cascade strategy for the modular synthesis of five-membered heteroarenes ( e.g. oxazoles, imidazoles) from feedstock reagents ( e.g. alcohols, amines, 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 bis-functionalization. The broad synthetic utility of this tandem hydrogen atom transfer (HAT) approach to access azoles is included, along with experiments and computations that provide insight into the selectivity and mechanism of both HAT events. 
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