Rhodium-catalyzed ketone methylation using methanol under mild conditions: formation of α-branched products

Angew Chem Int Ed Engl. 2014 Jan 13;53(3):761-5. doi: 10.1002/anie.201307950. Epub 2013 Nov 29.

Abstract

The rhodium-catalyzed methylation of ketones has been accomplished using methanol as the methylating agent and the hydrogen-borrowing method. The sequence is notable for the relatively low temperatures that are required and for the ability of the reaction system to form α-branched products with ease. Doubly alkylated ketones can be prepared from methyl ketones and two different alcohols by using a sequential one-pot iridium- and rhodium-catalyzed process.

Keywords: homogeneous catalysis; hydrogen borrowing; ketones; methanol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Iridium / chemistry
  • Ketones / chemistry*
  • Methanol / chemistry*
  • Methylation
  • Rhodium / chemistry*
  • Temperature

Substances

  • Ketones
  • Iridium
  • Rhodium
  • Methanol