title: Chemical libraries via sequential C-H functionalization of phenols.
abstract: Phenols provide a useful template for diversification via sequential hydroarylation reactions. Specifically, a protocol has been developed that begins with the hydroarylation of cinnamic acids by 3,5-dimethoxyphenol to produce dihydrocoumarins. This activated ester undergoes facile ring-opening with amines to form a C-N bond and regenerate a phenol. The resulting phenol can be further functionalized via a second hydroarylation reaction. Thus, in 3-4 steps, a phenol is coupled with a cinnamic acid, an amine, and a cinnamic or propiolic acid.
authors.affiliation: Department of Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, 2010 Malott Hall, Lawrence, Kansas 66045-7582, USA.
authors.forename: Kelin
authors.initials: K
authors.lastname: Li
authors.forename: Jon A
authors.initials: JA
authors.lastname: Tunge
mesh_terms: D002244:Carbon / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*
chemical_list: D010636:Phenols; D002244:Carbon; D006859:Hydrogen