title: An expeditious aqueous Suzuki-Miyaura method for the substituted aryl heterocyclics.
abstract: Palladium-catalyzed cross-coupling reactions utilizing aryl halides have become a widely used strategy for the formation of new carbon-carbon bonds and in particular for the synthesis of biaryls. The replacement of expensive, toxic, and flammable organic solvents by water is highly desirable for reducing costs and for developing environmentally benign synthetic reactions that facilitate catalyst recycling. Herein, we report an efficient Suzuki-Miyaura cross-coupling reaction using a variety of heterocyclic halides in neat water. Employing air- and moisture-stable palladium-phosphinous acid catalyst [(t-Bu)2P(OH)]2PdCl2(POPd) allows formation of substituted aryl heterocyclics in moderate to high yields. The organic cosolvents are not required. The feasibility of catalyst recycling has also been demonstrated.
authors.affiliation: School of Chemical Engineering, University of Science and Technology Liaoning, Anshan 114051, China; Key Laboratory of Fine Chemical Engineering, Dalian University of Technology, Dalian 116012, China.zhangzhiqiang@ustl.edu.cn
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Zhang
authors.affiliation: School of Chemical Engineering, University of Science and Technology Liaoning, Anshan 114051, China.
authors.forename: Zhizhi
authors.initials: Z
authors.lastname: Hu
authors.affiliation: School of Chemical Engineering, University of Science and Technology Liaoning, Anshan 114051, China.
authors.forename: Shaoyan
authors.initials: S
authors.lastname: Wang
authors.affiliation: School of Chemical Engineering, University of Science and Technology Liaoning, Anshan 114051, China.
authors.forename: Peng
authors.initials: P
authors.lastname: Lei
authors.affiliation: School of Chemical Engineering, University of Science and Technology Liaoning, Anshan 114051, China.
authors.forename: Haijun
authors.initials: H
authors.lastname: Chi
authors.affiliation: Key Laboratory of Fine Chemical Engineering, Dalian University of Technology, Dalian 116012, China.
authors.forename: Ren
authors.initials: R
authors.lastname: He
mesh_terms: D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D006219:Halogens / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D017976:Phosphorus Acids / Q000737:chemistry; D059027:Recycling; D014867:Water / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; D006219:Halogens; D006571:Heterocyclic Compounds; D017976:Phosphorus Acids; D014867:Water; D010165:Palladium