Copper-Catalyzed Intramolecular Dehydrogenative Amidation of Unactivated C(sp(3))-H Bonds Using O2 as the Sole Oxidant

Chunxia Wang; Yudong Yang; Dekun Qin; Zhen He; Jingsong You

doi:10.1021/acs.joc.5b01302

Copper-Catalyzed Intramolecular Dehydrogenative Amidation of Unactivated C(sp(3))-H Bonds Using O2 as the Sole Oxidant

J Org Chem. 2015 Aug 21;80(16):8424-9. doi: 10.1021/acs.joc.5b01302. Epub 2015 Aug 12.

Authors

Chunxia Wang¹, Yudong Yang¹, Dekun Qin¹, Zhen He¹, Jingsong You¹

Affiliation

¹ Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China.

PMID: 26247345
DOI: 10.1021/acs.joc.5b01302

Abstract

In this work, an aerobic copper-catalyzed intramolecular C(sp(3))-H amidation has been disclosed, which presents a rare example of copper-catalyzed functionalization of an unactivated C(sp(3))-H bond with O2 as the sole oxidant. In addition, a new protocol for the preparation of a removable 5-methoxyquinolyl moiety has been documented.