title: Synthesis of 2,5-disubstituted 3-iodofurans via palladium-catalyzed coupling and iodocyclization of terminal alkynes.
abstract: 2,5-Disubstituted 3-iodofurans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of (Z)-β-bromoenol acetates and terminal alkynes, followed by iodocyclization. The useful intermediates conjugated enyne acetates are obtained in high yields in the transformation. Aryl- and alkyl-substituted alkynes undergo iodocyclization in good yields. The resulting iodine-containing furans can be readily elaborated to 2,3,5-trisubstituted furans.
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China.
authors.forename: Zhengwang
authors.initials: Z
authors.lastname: Chen
authors.forename: Gao
authors.initials: G
authors.lastname: Huang
authors.forename: Huanfeng
authors.initials: H
authors.lastname: Jiang
authors.forename: Huawen
authors.initials: H
authors.lastname: Huang
authors.forename: Xiaoyan
authors.initials: X
authors.lastname: Pan
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D005663:Furans; D010165:Palladium; D007455:Iodine