Iron-catalyzed oxidative direct α-C-H bond functionalization of cyclic ethers: selective C-O bond formation in the presence of a labile aldehyde group

Org Lett. 2014 Apr 4;16(7):1912-5. doi: 10.1021/ol5004115. Epub 2014 Mar 17.

Abstract

Iron catalyzed oxidative coupling of salicylaldehydes with cyclic ethers proceeded through the direct α-C-H functionalization of ethers, forming the corresponding acetals in moderate to excellent yields. This is the first example of iron catalyzed selective C-O bond formation in the presence of a sensitive aldehyde moiety.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemistry*
  • Aldehydes / chemistry*
  • Catalysis
  • Ethers, Cyclic / chemistry*
  • Iron / chemistry*
  • Molecular Structure
  • Oxidation-Reduction

Substances

  • Acetals
  • Aldehydes
  • Ethers, Cyclic
  • salicylaldehyde
  • Iron