Ligand-Promoted RhIII -Catalyzed Thiolation of Benzamides with a Broad Disulfide Scope

Yan-Shang Kang; Ping Zhang; Min-Yan Li; You-Ke Chen; Hua-Jin Xu; Jing Zhao; Wei-Yin Sun; Jin-Quan Yu; Yi Lu

doi:10.1002/anie.201903511

Ligand-Promoted Rh^III -Catalyzed Thiolation of Benzamides with a Broad Disulfide Scope

Angew Chem Int Ed Engl. 2019 Jul 1;58(27):9099-9103. doi: 10.1002/anie.201903511. Epub 2019 May 24.

Authors

Yan-Shang Kang¹, Ping Zhang¹, Min-Yan Li², You-Ke Chen¹, Hua-Jin Xu¹, Jing Zhao¹, Wei-Yin Sun¹, Jin-Quan Yu², Yi Lu¹

Affiliations

¹ Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Advanced Microstructures, Nanjing University, Nanjing, 210023, China.
² Department of Chemistry, The Scripps Research Institute, 10550 N. Torrey Pines Road, La Jolla, CA, 92037, USA.

PMID: 31124280
DOI: 10.1002/anie.201903511

Abstract

A ligand-promoted Rh^III -catalyzed C(sp² )-H activation/thiolation of benzamides has been developed. Using bidentate mono-N-protected amino acid ligands led to the first example of Rh^III -catalyzed aryl thiolation reactions directed by weakly coordinating directing amide groups. The reaction tolerates a broad range of amides and disulfide reagents.

Keywords: amino acids; directing groups; disulfides; rhodium; thiolation.

Publication types

Research Support, Non-U.S. Gov't

Abstract

Publication types

Grants and funding