Cobalt(II)-Catalyzed [4+2] Annulation of Picolinamides with Alkynes via C-H Bond Activation

Yongqi Yao; Qifu Lin; Wen Yang; Weitao Yang; Fenglong Gu; Wei Guo; Dingqiao Yang

doi:10.1002/chem.202000411

Cobalt(II)-Catalyzed [4+2] Annulation of Picolinamides with Alkynes via C-H Bond Activation

Chemistry. 2020 May 4;26(25):5607-5610. doi: 10.1002/chem.202000411. Epub 2020 Apr 17.

Authors

Yongqi Yao¹, Qifu Lin¹, Wen Yang¹, Weitao Yang¹, Fenglong Gu¹, Wei Guo², Dingqiao Yang¹

Affiliations

¹ Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry, South China, Normal University, Guangzhou, 510006, P. R. China.
² Key Laboratory of Organo-Pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University, Ganzhou, 341000, P. R. China.

PMID: 32045038
DOI: 10.1002/chem.202000411

Abstract

A cobalt(II)-catalyzed [4+2] annulation of picolinamides with alkynes via C-H bond activation has been developed. The operationally simple annulation reaction allows for the synthesis of acyl-substituted 1H-benzoquinoline bearing multiple aromatic rings (up to 96 % yield) without co-oxidant or other oxidation factors under mild conditions. Several control experiments were carried out. This practical [4+2] annulation provides an efficient route to access highly functionalized compounds.

Keywords: C−H bond activation; [4+2] annulation; alkynes; co-oxidant free; cobalt(II) catalyst.

Abstract

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