Exploring the Reactivity of 2‑Trichloromethylbenzoxazoles for Access to Substituted Benzoxazoles

The reactivity of 2-trichloromethylbenzoxazoles toward various nucleophiles, under metal-free or iron-catalyzed conditions, for the synthesis of substituted benzoxazoles is described. These methods allow for selective substitution at either the 2- or 2′-position of the benzoxazoles using the same st...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-12, Vol.81 (24), p.12472-12477
Main Authors: Lester, Roy P, Bham, Travis, Bousfield, Thomas W, Lewis, William, Camp, Jason E
Format: Article
Language:English
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Summary:The reactivity of 2-trichloromethylbenzoxazoles toward various nucleophiles, under metal-free or iron-catalyzed conditions, for the synthesis of substituted benzoxazoles is described. These methods allow for selective substitution at either the 2- or 2′-position of the benzoxazoles using the same starting materials/reagents. This approach allows for the controlled synthesis of a variety of key derivatives from a single 2-trichloromethylbenzoxazole starting material.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.6b02315