Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 20, Pages 13092-13103Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02094
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Funding
- NSF [CHE-1554630]
- Dreyfus Foundation
- St. Olaf College
- Merck Co., Inc.
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This manuscript details the development of the nickel-catalyzed arylation of oxazoles and benzoxazoles with aryl halides. A series of aryl, heteroaryl, and druglike electrophiles relevant to pharmaceutical applications were surveyed. The desired arylated products were obtained in synthetically useful yields using electronically and structurally varied aryl halides. The use of microscale high-throughput experimentation was essential for both the rapid identification of optimal reaction parameters and the investigation of the aryl halide scope.
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