Cobalt(III)-Catalyzed Oxidative Annulation of Benzaldehydes with Internal Alkynes via C-H Functionalization in Poly(ethylene glycol)

Li-Ming Tao; Chuan-Hua Li; Jun Chen; Hui Liu

doi:10.1021/acs.joc.9b00580

Cobalt(III)-Catalyzed Oxidative Annulation of Benzaldehydes with Internal Alkynes via C-H Functionalization in Poly(ethylene glycol)

J Org Chem. 2019 Jun 7;84(11):6807-6812. doi: 10.1021/acs.joc.9b00580. Epub 2019 May 17.

Authors

Li-Ming Tao¹, Chuan-Hua Li¹, Jun Chen¹, Hui Liu¹

Affiliation

¹ Hunan Provincial Key Laboratory of Xiangnan Rare-Precious Metals Compounds Research and Application , Xiangnan University , Chenzhou 423000 , China.

PMID: 31099571
DOI: 10.1021/acs.joc.9b00580

Abstract

A novel Co(III)-catalyzed oxidative annulation of aromatic aldehydes with internal alkynes for accessing isocoumarins is described, which is achieved by oxidation, weak chelation-assisted C-H bond functionalization, and annulation cascades with excellent functional group compatibility, high atom economy, and step efficiency. By using environmentally benign and inexpensive poly(ethylene glycol)-400 (PEG-400), the Co/Cu/PEG-400 system could be recycled and reused.