Regio- And Stereoselective Hydroiodination of Internal Alkynes with Ex Situ-Generated HI

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6 Citations (Scopus)

Abstract

Herein, we report an efficient and practical hydroiodination of internal alkynes using HI generated ex situ from the readily available triethylsilane and I2. This system offers high regio- and stereoselectivity to afford (E)-vinyl iodides in good yields under mild conditions. Furthermore, the hydroiodination reaction shows high functional group tolerance toward alkyl, methoxy, halogen, trifluoromethyl, cyano, ester, halomethyl, acid-sensitive silyl ether, and acetal moieties.

Original languageEnglish
Pages (from-to)6659-6663
Number of pages5
JournalOrganic letters
Volume23
Issue number17
DOIs
Publication statusPublished - 2021 Sep 3

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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