Metal-Free, N-Iodosuccinimide-Induced Regioselective Iodophosphoryloxylation of Alkenes with P(O)−OH Bonds

Biquan Xiong, Shipan Xu, Yu Zhu, Lei Yao, Congshan Zhou, Yu Liu, Ke Wen Tang, Wai Yeung Wong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

1 Citation (Scopus)

Abstract

A simple and efficient method for the regioselective iodophosphoryloxylation of alkenes with P(O)−OH bonds has been established by using NIS (N-iodosuccinimide) as the iodination reagent under transition-metal-free conditions. The present protocol is compatible with different functional groups, and suitable for various alkenes and P(O)−OH compounds. A variety of functionalized β-iodo-1-ethyl phosphinic/phosphoric acid esters are obtained in good to excellent yields, which could be further transformed to diversified building blocks for the synthesis of bioactive compounds, pharmaceuticals and functional materials.

Original languageEnglish
Pages (from-to)9556-9560
Number of pages5
JournalChemistry - A European Journal
Volume26
Issue number43
DOIs
Publication statusPublished - 27 Mar 2020

Keywords

  • alkenes
  • iodophosphoryloxylation
  • phosphorus
  • synthetic methods
  • transition-metal-free

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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