Organic Letters
Organic Letters
5 years ago

Copper- or Nickel-Enabled Oxidative Cross-Coupling of Unreactive C(sp3)–H Bonds with Azole C(sp2)–H Bonds: Rapid Access to β-Azolyl Propanoic Acid Derivatives

Copper- or Nickel-Enabled Oxidative Cross-Coupling of Unreactive C(sp3)–H Bonds with Azole C(sp2)–H Bonds: Rapid Access to β-Azolyl Propanoic Acid Derivatives
Xingrong Liao, Jingsong You, Luoqiang Zhang, Yang Shi, Guangying Tan, Yudong Yang, Yimin Wu
β-Azolyl propanoic acid derivatives are frequently found in biologically active molecules and pharmaceuticals. Here, we report the oxidative heteroarylation of unactivated C(sp3)–H bonds with azole C(sp2)–H bonds via copper or nickel catalysis with the aid of removable bidentate auxiliary, which provides a rapid pathway to β-azolyl propanoic acid derivatives. A variety of azoles such as oxazole, benzoxazole, thiazole, benzothiazoles, benzimidazole, purine, and even [1,2,4]triazolo[1,5-a]pyrimidine could be engaged in this protocol.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02265

DOI: 10.1021/acs.orglett.7b02265

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