Electrochemical Synthesis of Cyclic Diaryl Phosphinamides via Intramolecular sp2 C-H Phosphinamidation

Wenchao Gao; Luyi Zong; Weilong Wu; Ming Zhu; Wenmin Liu; Yiyang Zhao; Ting Li; Sheng Zhang

doi:10.1021/acs.joc.1c02559

Electrochemical Synthesis of Cyclic Diaryl Phosphinamides via Intramolecular sp² C-H Phosphinamidation

J Org Chem. 2022 Jan 7;87(1):547-555. doi: 10.1021/acs.joc.1c02559. Epub 2021 Dec 27.

Authors

Wenchao Gao¹, Luyi Zong¹, Weilong Wu², Ming Zhu¹, Wenmin Liu¹, Yiyang Zhao¹, Ting Li¹, Sheng Zhang^{1

3}

Affiliations

¹ Engineering Technology Research Center of Henan Province for Photo- and Electrochemical Catalysis, College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China.
² College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, China.
³ Institute of Physical Science and Information Technology, Anhui University, Hefei, Anhui 230601, China.

PMID: 34958216
DOI: 10.1021/acs.joc.1c02559

Abstract

We developed an oxidant- and transition-metal-free approach to construct six-membered cyclic phosphinamides via an intramolecular electrochemical C-H phosphinamidation process. With ⁿBu₄NBr as the catalyst and electrolyte, cyclic phosphinamides bearing a variety of functional groups (22 examples) were readily accessed under mild conditions. Meanwhile, this protocol provided an alternative route to organic electroluminescent materials and P-N ligands.

Publication types

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

MeSH terms

Catalysis
Molecular Structure
Transition Elements*

Substances

Transition Elements