title: Synergistic Gold and Iron Dual Catalysis: Preferred Radical Addition toward Vinyl-Gold Intermediate over Alkene.
abstract: A dual catalytic approach enlisting gold and iron synergy is described. This method offers readily access to substituted heterocycle aldehydes via oxygen radical addition to vinyl-gold intermediates under Fe catalyst assistance. This system shows good functional group compatibility for the generation of substituted oxazole, indole, and benzofuran aldehydes. Mechanistic evidence greatly supports selective radical addition to an activated vinyl-Au double bond over alkene. This unique discovery offers a new avenue with great potential to further extend the synthetic power and versatility of gold catalysis.
authors.affiliation: †C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, United States.
authors.forename: Haihui
authors.initials: H
authors.lastname: Peng
authors.affiliation: †C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, United States.
authors.forename: Novruz G
authors.initials: NG
authors.lastname: Akhmedov
authors.affiliation: ‡State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China.
authors.forename: Yu-Feng
authors.initials: YF
authors.lastname: Liang
authors.affiliation: ‡State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China.
authors.forename: Ning
authors.initials: N
authors.lastname: Jiao
authors.affiliation: †C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, United States.
authors.forename: Xiaodong
authors.initials: X
authors.lastname: Shi
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D007501:Iron / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D017382:Reactive Oxygen Species / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000475:Alkenes; D006571:Heterocyclic Compounds; D010080:Oxazoles; D017382:Reactive Oxygen Species; D014753:Vinyl Compounds; D006046:Gold; D007501:Iron