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Pd-Catalyzed Aqueous Buchwald-Hartwig Amination with Amphiphilic Polymer PEG-PVEG
Qiong Chai1,2, Fengming Zhang3, Minghang Wang1,2
1Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs and School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China.
None:
An efficient micellar palladium-catalyzed aqueous Buchwald-Hartwig amination has been developed, enabled by the self-assembly of amphiphilic copolymer polyethylene glycol-polyvinylethylene glycol (PEG-PVEG). Using 0.5 mol % BrettPhos-Pd-G3 as a catalyst, the aqueous amination showed broad a substrate scope, including aryl bromides, aryl chlorides, sterically hindered reaction partners, and amides. The practical utility of this micellar system was demonstrated by the gram-scale synthesis of a key pharmaceutical API intermediate and catalyst recycling.
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