Carboxyl-Assisted meta-Selective C-H Functionalizations of Benzylsulfonamides

Lei Cai; Shangda Li; Chunlin Zhou; Gang Li

doi:10.1021/acs.orglett.0c02528

Carboxyl-Assisted meta-Selective C-H Functionalizations of Benzylsulfonamides

Org Lett. 2020 Oct 16;22(20):7791-7796. doi: 10.1021/acs.orglett.0c02528. Epub 2020 Sep 29.

Authors

Lei Cai^{1

2}, Shangda Li¹, Chunlin Zhou^{1

2}, Gang Li^{1

2}

Affiliations

¹ Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China.
² Fujian College, University of Chinese Academy of Sciences, Beijing 100049, China.

PMID: 32991192
DOI: 10.1021/acs.orglett.0c02528

Abstract

A protocol of carboxyl-group-assisted, Pd(II)-catalyzed remote meta-C(sp²)-H olefination and arylation of benzylsulfonamides has been developed. It was supposed to proceed through a κ² coordination of the carboxyl group to the Pd center. These findings demonstrated the versatility of carboxyl-assisted remote meta-C-H activation strategy and might stimulate the exploration of novel reactivity and selectivity of other traditional chelating groups in different contexts.

Publication types

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