1. Defluorophosphorylation of fluoroalkyl peroxides for the synthesis of highly substituted furans.
- Author
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Xue-Qiang Chu, Song-Zhou Cai, Jia-Wei Chen, Zi-Lun Yu, Mengtao Ma, Walsh, Patrick J., and Zhi-Liang Shen
- Subjects
FURANS ,FLUOROALKYL compounds ,HETEROARENES ,DERIVATIZATION ,PHOSPHINES ,PEROXIDES ,FURAN derivatives - Abstract
Transformation of multifunctional materials with control over site-selectivity and chemical diversity remains challenging. Herein, we present a metal-free, one-pot strategy for the defluorophosphorylation of polyfluoroalkyl peroxides that enables expedient construction of structurally diverse phosphoryl-containing heterocyclic libraries. By judicious choice of reaction conditions, C3,4-diphosphoryl furans and C4-monophosphoryl furans can be easily accessed. In addition, synthetic derivatization of the obtained organophosphorus heteroarenes to value-added monodentate and bidentate phosphines has been demonstrated. Mechanistic studies revealed that regioselective defluorophosphorylation allows divergent product formation in two reaction modes. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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