title: Synthesis of Biaryl Ethers by the Copper-Catalyzed Chan-Evans-Lam Etherification from Benzylic Amine Boronate Esters.
abstract: The copper-catalyzed etherification of ortho-borylated benzylic amines with phenols has been achieved to provide biaryl ethers that are prevalent in biologically active compounds. A variety of substitution patterns on the aryl boronate ester and the phenol are tolerated under the reaction conditions, providing moderate to high yields. A competition reaction between phenol and aniline revealed condition-dependent selectivity in which the phenol could be highly favored over the aniline.
authors.affiliation: Department of Chemistry & Biochemistry, University of San Diego , 5998 Alcalá Park, San Diego, California 92110, United States.
authors.forename: Justin S
authors.initials: JS
authors.lastname: Marcum
authors.affiliation: Department of Chemistry & Biochemistry, University of San Diego , 5998 Alcalá Park, San Diego, California 92110, United States.
authors.forename: Kathryn A
authors.initials: KA
authors.lastname: McGarry
authors.affiliation: Department of Chemistry & Biochemistry, University of San Diego , 5998 Alcalá Park, San Diego, California 92110, United States.
authors.forename: Carl J
authors.initials: CJ
authors.lastname: Ferber
authors.affiliation: Department of Chemistry & Biochemistry, University of San Diego , 5998 Alcalá Park, San Diego, California 92110, United States.
authors.forename: Timothy B
authors.initials: TB
authors.lastname: Clark