Nonbasic, room temperature, palladium-catalyzed coupling of aryl and alkenyl iodides with boronic acids mediated by copper(I) thiophene-2-carboxylate (CuTC).
[reaction: see text] A new protocol for the palladium-catalyzed, copper-mediated coupling of aryl and alkenyl iodides with boronic acids is described. As an alternative to the well-known and widely used Suzuki cross-coupling, this reaction occurs in the absence of a base at room temperature and should be particularly useful for the construction of substrates bearing base-sensitive and thermally sensitive moieties.
Savarin
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C
Department of Chemistry, Emory University, 1515 Pierce Drive, Atlanta, Georgia 30322, USA.
Liebeskind
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LS
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry; D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D002264:Carboxylic Acids; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000737:chemistry*
D000475:Alkenes; D001897:Boronic Acids; D002264:Carboxylic Acids; D006847:Hydrocarbons, Iodinated; D013876:Thiophenes; C550746:2-thiophene carboxylic acid; D010165:Palladium; D003300:Copper