Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization
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Buchwald_Room temperature.pdf
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Author(s)
Cheung, Chi Wai
Buchwald, Stephen Leffler
Date Issued
July 2012
Journal
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Citation
Cheung, Chi Wai, and Stephen L. Buchwald. “Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization.” The Journal of Organic Chemistry 77, no. 17 (September 7, 2012): 7526-7537.
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Author's final manuscript
Abstract
A copper(II)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C–H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/jo301332s
