Cobalt-Catalyzed Cross-Dehydrogenative C(sp2)−C(sp3) Coupling of Oxazole/Thiazole with Ether or Cycloalkane

Published on Oct 13, 2017in Chemistry-an Asian Journal4.568
· DOI :10.1002/ASIA.201701258
Xiaojiao Wang5
Estimated H-index: 5
 (Sichuan University), Bowen Lei5
Estimated H-index: 5
 (Sichuan University)+ 5 AuthorsZiyuan Li13
Estimated H-index: 13
 (Sichuan University)
Sources
Abstract
Direct C5-alkylation of oxazole/thiazole with ether or cycloalkane has been achieved through a cobalt-catalyzed cross-dehydrogenative coupling (CDC) process in moderate to good yields. This transformation represents the first C(sp2)−C(sp3) cross-coupling at the C5-position of the oxazole/thiazole via double C−H bond cleavages. Various functional groups on oxazole/thiazole substrates, as well as water and air, are well-tolerated with this concise and practical protocol, constituting straightforward access to heterocycles with great medicinal significance. A preliminary mechanism involving a radical process has also been proposed.
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