Exploring the reactivity of 2-trichloromethylbenzoxazoles for access to substituted benzoxazoles

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

Abstract

The reactivity of 2-trichloromethylbenzoxazoles towards 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.

Citation

Lester, R. P., Bham, T., Bousfield, T. W., Lewis, W., & Camp, J. E. (in press). Exploring the reactivity of 2-trichloromethylbenzoxazoles for access to substituted benzoxazoles. Journal of Organic Chemistry, 84(24), https://doi.org/10.1021/acs.joc.6b02315

• Journal Article Type: Article
• Acceptance Date: Dec 6, 2016
• Online Publication Date: Dec 6, 2016
• Deposit Date: Jan 17, 2017
• Publicly Available Date: Jan 17, 2017
• Journal: Journal of Organic Chemistry
• Print ISSN: 0022-3263
• Electronic ISSN: 1520-6904
• Publisher: American Chemical Society
• Peer Reviewed: Peer Reviewed
• Volume: 84
• Issue: 24
• DOI: https://doi.org/10.1021/acs.joc.6b02315
• Public URL: https://nottingham-repository.worktribe.com/output/836402
• Publisher URL: http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b02315