Selective ortho-alkylation and -arylation of aryl iodides can be achieved by the cooperative catalytic action of palladium and norbornene.1 The first reported case was the ortho-dialkylation of aryl iodides, followed by Heck reaction.2 Here an aryl iodide with free o-positions reacts with an aliphatic iodide and a terminal olefin in the presence of palladium/norbornene (NBE) as catalyst and a base, to give a 2,6-substituted vinylarene. Analogously, an aryl iodide with one substituted o-position leads to a vinylarene containing two different ortho groups.3

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Catellani Reaction

  • Jie Jack Li

摘要

Selective ortho-alkylation and -arylation of aryl iodides can be achieved by the cooperative catalytic action of palladium and norbornene.1 The first reported case was the ortho-dialkylation of aryl iodides, followed by Heck reaction.2 Here an aryl iodide with free o-positions reacts with an aliphatic iodide and a terminal olefin in the presence of palladium/norbornene (NBE) as catalyst and a base, to give a 2,6-substituted vinylarene. Analogously, an aryl iodide with one substituted o-position leads to a vinylarene containing two different ortho groups.3