<i>Ortho</i> C–H Hydroxyalkylation or Methylation of Aryl Iodides by Ethers and TMSI via a Catellani Strategy
Zhe Zhang, Xi Chen, Xuesong Li, Cui‐Tian Wang, Zhi‐Jie Niu, Bo‐Sheng Zhang, Xue‐Yuan Liu, Yong‐Min Liang
Abstract
-C-H hydroxyalkylation/methylation of aryl iodines was effectively realized via palladium/norbornene cooperative catalysis when low-cost tetrahydrofuran and 1,2-dimethoxyethane were used as alkyl sources. Heck, Suzuki, and Sonogashira coupling and hydrogenation were all compatible with the reaction as termination steps. In addition, neuromuscular agents and cardiovascular agents were synthesized in one step by this method, showing their potential application value.
Topics & Concepts
ChemistryArylTetrahydrofuranIodideNorborneneSonogashira couplingCombinatorial chemistryTrimethylsilylCatalysisPalladiumMetathesisMethylationAlkylOrganic chemistrySolventPolymerizationGenePolymerBiochemistryMonomerCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsCatalytic Cross-Coupling Reactions