One-Step Synthesis of Benzophosphole Derivatives from Arylalkynes by Phosphenium-Dication-Mediated Sequential C-P/C-C Bond Forming Reaction

Kazutoshi Nishimura; Shibo Xu; Yuji Nishii; Koji Hirano

doi:10.1021/acs.orglett.3c00263

One-Step Synthesis of Benzophosphole Derivatives from Arylalkynes by Phosphenium-Dication-Mediated Sequential C-P/C-C Bond Forming Reaction

Org Lett. 2023 Mar 10;25(9):1503-1508. doi: 10.1021/acs.orglett.3c00263. Epub 2023 Feb 23.

Authors

Kazutoshi Nishimura¹, Shibo Xu², Yuji Nishii¹, Koji Hirano^{1

2}

Affiliations

¹ Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
² Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka 565-0871, Japan.

PMID: 36820626
DOI: 10.1021/acs.orglett.3c00263

Abstract

A metal-free, phosphenium-dication-mediated sequential C-P and C-C bond forming reaction has been developed. This protocol can provide concise access to the (di)benzophosphole derivatives in one synthetic operation from the readily available and simple arylalkynes and phosphinic acids. Application to the multiple cyclization reaction and the fully intermolecular three-component-coupling-type reaction are also described.