title: Palladium-catalyzed C-H ethoxycarbonyldifluoromethylation of electron-rich heteroarenes.
abstract: The first Pd-catalyzed C-H ethoxycarbonyldifluoromethylation with BrCF2CO2Et has been developed. The use of a bidentate phosphine ligand (Xantphos) is critical for the reaction to occur. A variety of electron-rich heteroarenes, including indoles, furans, thiophenes, and pyrroles, can be ethoxycarbonyldifluoromethylated in moderate to excellent yields. The reactions take place at the C-H bonds adjacent to the heteroatoms with high regioselectivity. This method provides a new protocol for the introduction of difuoroalkyl groups into electron-rich heteroarenes.
authors.affiliation: †Shanghai Key Laboratory of Chemical Assessment and Sustainability, Department of Chemistry, and UNEP-Tongji Institute of Environment for Sustainable Development, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Changdong
authors.initials: C
authors.lastname: Shao
authors.affiliation: †Shanghai Key Laboratory of Chemical Assessment and Sustainability, Department of Chemistry, and UNEP-Tongji Institute of Environment for Sustainable Development, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Guangfa
authors.initials: G
authors.lastname: Shi
authors.affiliation: †Shanghai Key Laboratory of Chemical Assessment and Sustainability, Department of Chemistry, and UNEP-Tongji Institute of Environment for Sustainable Development, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Yanghui
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: †Shanghai Key Laboratory of Chemical Assessment and Sustainability, Department of Chemistry, and UNEP-Tongji Institute of Environment for Sustainable Development, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Shulei
authors.initials: S
authors.lastname: Pan
authors.affiliation: ‡College of Environmental Science and Engineering, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Xiaohong
authors.initials: X
authors.lastname: Guan
mesh_terms: D002384:Catalysis; D004583:Electrons; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005663:Furans; D007211:Indoles; D011758:Pyrroles; D013876:Thiophenes; D010165:Palladium