Visible-Light-Induced Cascade Phosphinoylation/Cyclization of Phenacylmalononitriles with Secondary H-phosphine Oxides

Biquan Xiong (Corresponding Author), Chonghao Shi, Weifeng Xu, Yu Liu, Longzhi Zhu, Ke Wen Tang (Corresponding Author), Shuang Feng Yin, Wai Yeung Wong (Corresponding Author)

Research output: Journal article publicationJournal articleAcademic researchpeer-review


The visible-light-induced synthesis of 5-phosphoryl-functionalized pyrroles has been established by eosin Y catalysis, and different electron-donating or electron-withdrawing group substituted secondary H-phosphine oxides and phenacylmalononitriles showed good reactivity toward the reaction, affording the cascade phosphinoylation/cyclization products in 82–98% yields via P−C/C−N annulation. Step-by-step control experiments and 31P NMR tracking experiments were further performed to gain the insights of the plausible reaction mechanism and kinetic reaction process. This reaction may have implications for the construction of C(sp2)−P bonds in organophosphorus chemistry. (Figure presented.).

Original languageEnglish
Pages (from-to)4392-4401
Number of pages10
JournalAdvanced Synthesis and Catalysis
Issue number24
Publication statusPublished - 20 Dec 2022


  • Cyclization
  • Phenacylmalononitriles
  • Phosphinoylation
  • Secondary H-phosphine Oxides
  • Visible-light catalysis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry


Dive into the research topics of 'Visible-Light-Induced Cascade Phosphinoylation/Cyclization of Phenacylmalononitriles with Secondary H-phosphine Oxides'. Together they form a unique fingerprint.

Cite this