Work

Microwave or Visible Light‐Induced Annulation of Diazo(phenyl)methyl(diphenyl)phosphine Oxide and Chalones

Year: 2025

Type: article

Abstract: Chemo‐ and stereoselectivities in microwave or visible light‐induced reactions of diazo(phenyl)methyl(diphenyl)phosphine oxide and chalcones were investigated. The results indicate that diazo(phenyl)methyl(diphenyl)phosphine oxide first generates triphenylphosphene, which undergoes both [4 + 2] and [2 + 2] annulations with chalcones. The former gives rise to a pair of diastereomeric δ‐phostines, while the later yields unstable β‐phostines, which further proceed a Wittig‐like reaction to produce dienes and arylphosphine dioxide. The current investigation provides a full understanding on the reaction of phosphene and chalcones and improved yields.

Source: ChemistrySelect

DOI: 10.1002/slct.202504553

Authors: Wenlai Xie, Zhiyuan Song, Jiaxi Xu

Institutions: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology

Language: English

Topic: Phosphorus compounds and reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funder: National Key Research and Development Program of China

Award: G4413408745