Nickel Catalysis Enables Oxidative C(sp2)-H/C(sp2)-H Cross-Coupling Reactions between Two Heteroarenes

• Published in: Angewandte Chemie International Edition Vol. 55; no. 40; pp. 12275 - 12279
• Main Authors: Cheng, Yangyang, Wu, Yimin, Tan, Guangyin, You, Jingsong
• Format: Journal Article
• Language: English
• Published: WEINHEIM Blackwell Publishing Ltd 26.09.2016; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Catalysis; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; Compatibility; Cost engineering; Coupling; Cross coupling; Functional anatomy; heteroarenes; homogeneous catalysis; Nickel; oxidative cross-coupling; Oxidizing agents; Physical Sciences; Science & Technology; Silver; synthetic methods; DIRECTING GROUP; AZOLES; nickel; ARYLATION; C-H ACTIVATION; INDOLES; FUNCTIONALIZATION; heteroarenes; oxidative cross-coupling; homogeneous catalysis; BONDS; DERIVATIVES; synthetic methods; ACCESS; COBALT
• ISSN: 1433-7851; 1521-3773; 1521-3773
• DOI: 10.1002/anie.201606529

Nickel can be used to promote oxidative C(sp2)−H/C(sp2)−H cross‐coupling between two heteroarenes. The reaction scope can be extended to aromatic carboxamides as the coupling partner. The reaction exhibits high functional‐group compatibility and broad substrate scope. The silver oxidant can be recycled to reduce costs and waste, which is very useful for practical applications. An odd couple: The title reaction with the aid of the 8‐aminoquinoline group gives biheteroaryl structural motifs. The reaction exhibits high functional‐group compatibility and broad substrate scope, and the silver oxidant can be recycled to reduce costs and waste.