title: Synthesis of 2,4,5-Trisubstituted Furans via a Triple C(sp(3))-H Functionalization Reaction Using Rongalite as the C1 Unit.
abstract: A highly efficient I2/Cu(NO3)2·3H2O-mediated triple C(sp(3))-H functionalization reaction for the synthesis of 2,4,5-trisubstituted furans from aryl methyl ketones and rongalite by employing rongalite as a C1 unit has been developed. This method allows rapid access to (2-acyl-4-methylthio-5-aryl) furans. Preliminary mechanistic studies indicate that in situ generated dimethyl(phenacyl)-sulfonium iodine and HCHO were probably the key intermediates in this transformation.
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Hubei, Wuhan 430079, P. R. China.
authors.forename: Miao
authors.initials: M
authors.lastname: Wang
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Hubei, Wuhan 430079, P. R. China.
authors.forename: Jia-Chen
authors.initials: JC
authors.lastname: Xiang
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Hubei, Wuhan 430079, P. R. China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Cheng
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Hubei, Wuhan 430079, P. R. China.
authors.forename: Yan-Dong
authors.initials: YD
authors.lastname: Wu
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Hubei, Wuhan 430079, P. R. China.
authors.forename: An-Xin
authors.initials: AX
authors.lastname: Wu
mesh_terms: D002384:Catalysis; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013441:Sulfinic Acids / Q000737:chemistry*
chemical_list: D005663:Furans; D006847:Hydrocarbons, Iodinated; D007659:Ketones; D013441:Sulfinic Acids; C011111:formaldehydesulfoxylate