Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system

Org Lett. 2009 Feb 5;11(3):717-20. doi: 10.1021/ol802800s.

Abstract

The combination of a molybdenum complex (CpMoCl(CO)(3) or [CpMo(CO)(3)](2)) and o-chloranil was used as a catalyst in the [3 + 3] cyclocoupling of phenols and allylic alcohols under microwave heating conditions. Substituted chromans were selectively obtained in moderate to good isolated yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chloranil / chemistry*
  • Chromans / chemical synthesis*
  • Chromans / chemistry
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Microwaves
  • Molecular Structure
  • Molybdenum / chemistry*
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry
  • Phenols / chemistry*
  • Propanols / chemistry*
  • Tocopherols / chemical synthesis

Substances

  • Chromans
  • Organometallic Compounds
  • Phenols
  • Propanols
  • Chloranil
  • allyl alcohol
  • Molybdenum
  • Tocopherols