Copper-catalyzed one-pot synthesis of N-aryl oxazolidinones from amino alcohol carbamates

Org Lett. 2014 Oct 3;16(19):5020-3. doi: 10.1021/ol502322c. Epub 2014 Sep 16.

Abstract

An efficient sequential intramolecular cyclization of amino alcohol carbamates followed by Cu-catalyzed cross-coupling with aryl iodides under mild conditions has been developed. The reaction occurred in good yields and tolerated aryl iodides containing functionalities such as nitriles, ketones, ethers, and halogens. Heteroaryl iodides and substituted amino alcohol carbamates were also well tolerated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Alcohols / chemistry*
  • Carbamates / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Cyclization
  • Hydrocarbons, Iodinated / chemistry*
  • Molecular Structure
  • Oxazolidinones / chemical synthesis*
  • Oxazolidinones / chemistry

Substances

  • Amino Alcohols
  • Carbamates
  • Hydrocarbons, Iodinated
  • Oxazolidinones
  • Copper