Design of Bowl-Shaped N-Hydroxyimide Derivatives as New Organoradical Catalysts for Site-Selective C(sp3 )-H Bond Functionalization Reactions

Terumasa Kato; Keiji Maruoka

doi:10.1002/anie.202003982

Design of Bowl-Shaped N-Hydroxyimide Derivatives as New Organoradical Catalysts for Site-Selective C(sp³ )-H Bond Functionalization Reactions

Angew Chem Int Ed Engl. 2020 Aug 17;59(34):14261-14264. doi: 10.1002/anie.202003982. Epub 2020 Jul 7.

Authors

Terumasa Kato¹, Keiji Maruoka^{1

2

3}

Affiliations

¹ School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou, 510006, China.
² Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502, Japan.
³ Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo, Kyoto, 606-8501, Japan.

PMID: 32488943
DOI: 10.1002/anie.202003982

Abstract

A series of new bowl-shaped N-hydroxyimide derivatives has been designed and used as selective organoradical catalysts. A number of these bowl-shaped N-hydroxyimide derivatives exhibit excellent site-selectivity in the amination of benzylic C(sp³ )-H bonds in aromatic hydrocarbon substrates.

Keywords: N-hydroxyimide; amination; diethyl azodicarboxylate; radical reactions; site-selectivity.

Grants and funding

JP26220803 and JP17H06450/Japan Society for the Promotion of Science