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Palladium-catalyzed Mizoroki–Heck coupling reactions using sterically bulky phosphite ligand
Authors:Eunhye Jung  Kyungho Park  Jaewook Kim  Hee-Tae Jung  Il-Kwon Oh  Sunwoo Lee
Affiliation:1. Department of Chemistry, Chonnam National University, Gwangju 500-757, Republic of Korea;2. Department of Chemical and Biomolecular Engineering, Korea Advanced Institute of Science and Technology, Daejeon 305-701, Republic of Korea;3. School of Mechanical Systems Engineering, Chonnam National University, Gwangju 500-757, Republic of Korea
Abstract:A new catalytic system based on palladium-phosphite for Mizoroki–Heck coupling reactions of aryl iodide and bromide is described. An air-stable phosphite ligand afforded the desired products with high yields in the palladium-catalyzed Mizoroki–Heck reactions. The coupling of aryl iodides was optimized with 0.5 mol% Pd(OAc)2, 1 mol% phosphite 2, and K2CO3 in DMF solvent. For the coupling of aryl bromides, 1 mol% Pd(OAc)2 and 5 mol% phosphite 2 were required with Na2CO3 as base. As a coupling partner alkene, n-butyl acrylate, t-butyl acrylate, styrene and N-t-butyl acrylamide all showed good yields.
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