Meta-selective C-H functionalization using a nitrile-based directing group and cleavable Si-tether

J Am Chem Soc. 2013 Dec 18;135(50):18778-81. doi: 10.1021/ja4107034. Epub 2013 Dec 10.

Abstract

A nitrile-based template that enables meta-selective C-H bond functionalization was developed. The template is applicable to a range of substituted arenes and tolerates a variety of functional groups. The directing group uses a silicon atom for attachment, allowing for a facile introduction/deprotection strategy increasing the synthetic practicality of this template.

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

  • Carbon / chemistry
  • Hydrogen Bonding
  • Nitriles / chemistry*

Substances

  • Nitriles
  • Carbon