Platinum-catalyzed hydrofunctionalization of unactivated alkenes with carbon, nitrogen and oxygen nucleophiles

Chem Commun (Camb). 2007 Sep 21:(35):3607-18. doi: 10.1039/b615698c. Epub 2007 Apr 13.

Abstract

The transition metal-catalyzed addition of the X-H bond of a carbon, nitrogen or oxygen nucleophile across the C[double bond]C bond of an unactivated alkene (hydrofunctionalization) represents an attractive, atom-economical approach to the synthesis of carbocyclic and heterocyclic molecules and for the elaboration of ethylene and 1-alkenes. We have developed a family of Pt(II)-catalyzed protocols for the inter- and intramolecular hydrofunctionalization of unactivated alkenes with a range of H-X nucleophiles including beta-diketones, indoles, amines, carboxamides and alcohols. These transformations display good functional group compatibility, low moisture sensitivity, and often good generality.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkenes / chemistry*
  • Alkylation
  • Carbon / chemistry
  • Catalysis
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Molecular Structure
  • Nitrogen / chemistry
  • Oxygen / chemistry
  • Platinum / chemistry*

Substances

  • Alkenes
  • Heterocyclic Compounds
  • Platinum
  • Carbon
  • Nitrogen
  • Oxygen