Diverse Synthesis of Triarylselenonium Salts and o-(Alkoxy)aryl Aryl Selanes via Insertion of Benzyne into the Se═O Bond

Yongjin Guo; Hongpeng Bao; Liyuan Chen; Jiarong Shi; Yang Li

doi:10.1021/acs.orglett.2c02849

Diverse Synthesis of Triarylselenonium Salts and o-(Alkoxy)aryl Aryl Selanes via Insertion of Benzyne into the Se═O Bond

Org Lett. 2022 Sep 30;24(38):6999-7003. doi: 10.1021/acs.orglett.2c02849. Epub 2022 Sep 20.

Authors

Yongjin Guo¹, Hongpeng Bao¹, Liyuan Chen¹, Jiarong Shi¹, Yang Li^{1

2}

Affiliations

¹ School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing 400030, P. R. China.
² College of Chemistry, Jilin University, Changchun 130012, P. R. China.

PMID: 36125196
DOI: 10.1021/acs.orglett.2c02849

Abstract

An insertion of benzyne into the Se═O bond has been realized. In this reaction, two types of compounds containing selenium could be synthesized from different substrates. When diaryl selenium oxides were used, triarylselenonium salts were furnished, while o-(alkoxy)phenyl phenyl selanes could be produced from aryl alkyl selenium oxides.