Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 21, Pages 10829-10837Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02000
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The reaction of 5-substituted 2-nitrosophenols with bromomethyl aryl ketones and related compounds employing K2CO3 as a base in refluxing THF and DMF at 80 degrees C, respectively, delivers 2-aroylbenzoxazoles in a single step with yields up to 85%. The new method involves an intermolecular nucleophilic substitution followed by intramolecular 1,2-addition practical access to 2-aroylbenzoxazoles under transition-metal-free conditions.
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