Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts

J Am Chem Soc. 2016 Mar 9;138(9):2985-8. doi: 10.1021/jacs.6b01376. Epub 2016 Mar 1.

Abstract

We report herein a simple, metal- and additive-free, photoinduced borylation of haloarenes, including electron-rich fluoroarenes, as well as arylammonium salts directly to boronic acids. This borylation method has a broad scope and functional group tolerance. We show that it can be further extended to boronic esters and carried out on gram scale as well as under flow conditions.

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 / chemistry*
  • Bromobenzenes / chemistry*
  • Fluorobenzenes / chemistry*
  • Hydrocarbons, Aromatic
  • Photochemical Processes
  • Quaternary Ammonium Compounds / chemistry*

Substances

  • Boronic Acids
  • Bromobenzenes
  • Fluorobenzenes
  • Hydrocarbons, Aromatic
  • Quaternary Ammonium Compounds