Direct Chan–Lam amination and etherification of aryl BMIDA reagents

John Halford-McGuff, Eva Marie Israel, Matthew West, Julien Christian Vantourout, Allan J. B. Watson*

*Corresponding author for this work

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Abstract

We report the development of a method for the direct Chan–Lam coupling of arylboronic acid N-methyliminodiacetic acid esters (ArBMIDA) with amine and alcohol nucleophiles. A wide range of C–N and C–O cross-coupled products in 34–99% yield (34 examples). This method serves to expand the scope of organoboron components that can be used directly in this oxidative coupling reaction and provides opportunities for streamlining synthesis.
Original languageEnglish
Article numbere202200993
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2022
Issue number45
Early online date2 Dec 2022
DOIs
Publication statusPublished - 6 Dec 2022

Keywords

  • Amination
  • Boron
  • Copper
  • Cross-coupling
  • Etherification

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