General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates

Org Lett. 2010 May 21;12(10):2314-7. doi: 10.1021/ol100671v.

Abstract

A wide range of 2-pyridyl and other difficult-to-access heterocyclic N-methyliminodiacetic acid boronates can be readily prepared from the corresponding bromides via a new method involving direct transligation of 2-heterocyclic trialkoxyborate salts with N-methyliminodiacetic acid (MIDA) at elevated temperatures.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Boronic Acids / chemical synthesis*
  • Boronic Acids / chemistry
  • Crystallography, X-Ray
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Imino Acids / chemical synthesis*
  • Imino Acids / chemistry
  • Models, Molecular
  • Molecular Structure
  • Stereoisomerism

Substances

  • Boronic Acids
  • Heterocyclic Compounds
  • Imino Acids
  • N-methyliminodiacetic acid