N‑Phosphinoylaminophthalimide: A Phosphinoyl Radical Precursor Applied in Phosphinoyl-Substituted Phenanthridine and Ketone Synthesis

Abstract

A new phosphinoyl radical precursor, N-phosphinoylamino phthalimide (NPAPI), was developed. The precursor exhibits several practical advantages: facile synthesis from commercially available starting materials, cost-effectiveness at scale, and excellent air and moisture stability under ambient storage conditions. Phosphinoyl radical was generated under basic and oxidative conditions, and captured by isonitrile and olefin, yielding phosphinoyl-substituted phenanthridines and α-phosphinoyl ketones, respectively. This methodology enables phosphinoyl radical-mediated operationally simple synthesis of organophosphorus compounds.

Supplementary files

Article information

Article type
Communication
Submitted
06 May 2025
Accepted
03 Jul 2025
First published
04 Jul 2025

Org. Biomol. Chem., 2025, Accepted Manuscript

N‑Phosphinoylaminophthalimide: A Phosphinoyl Radical Precursor Applied in Phosphinoyl-Substituted Phenanthridine and Ketone Synthesis

Z. Yang, Z. Li, F. Weiyun, Z. Xu, M. Yu and C. Li, Org. Biomol. Chem., 2025, Accepted Manuscript , DOI: 10.1039/D5OB00736D

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