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

Roy P. Lester, Travis Bham, Thomas W. Bousfield, William Lewis, Jason E. Camp

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)12472-12477
Number of pages6
JournalJournal of Organic Chemistry
Volume81
Issue number24
Early online date6 Dec 2016
DOIs
Publication statusPublished - Dec 2016

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Benzoxazoles
Nucleophiles
Substitution reactions
Iron
Metals
Derivatives

Cite this

Lester, Roy P. ; Bham, Travis ; Bousfield, Thomas W. ; Lewis, William ; Camp, Jason E. / Exploring the Reactivity of 2-Trichloromethylbenzoxazoles for Access to Substituted Benzoxazoles. In: Journal of Organic Chemistry. 2016 ; Vol. 81, No. 24. pp. 12472-12477.
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Exploring the Reactivity of 2-Trichloromethylbenzoxazoles for Access to Substituted Benzoxazoles. / Lester, Roy P.; Bham, Travis; Bousfield, Thomas W.; Lewis, William; Camp, Jason E.

In: Journal of Organic Chemistry, Vol. 81, No. 24, 12.2016, p. 12472-12477.

Research output: Contribution to journalArticle

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AU - Bham, Travis

AU - Bousfield, Thomas W.

AU - Lewis, William

AU - Camp, Jason E.

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AB - 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.

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DO - 10.1021/acs.joc.6b02315

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