title: Solution-phase synthesis of a highly substituted furan library.
abstract: A library of furans has been synthesized by iodocyclization and further diversified by palladium-catalyzed coupling processes. The key intermediate 3-iodofurans have been prepared by the electrophilic iodocyclization of 2-iodo-2-alken-1-ones in the presence of various nucleophiles in good to excellent yields under mild reaction conditions. These 3-iodofurans are the key components for library generation through subsequent elaboration by palladium-catalyzed processes, such as Suzuki-Miyaura, Sonagashira, Heck, aminocarbonylation, and carboalkoxylation chemistry to afford a diverse set of 2,3,4,5-tetrasubstituted furans.
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011, United States.
authors.forename: Chul-Hee
authors.initials: CH
authors.lastname: Cho
authors.forename: Feng
authors.initials: F
authors.lastname: Shi
authors.forename: Dai-Il
authors.initials: DI
authors.lastname: Jung
authors.forename: Benjamin
authors.initials: B
authors.lastname: Neuenswander
authors.forename: Gerald H
authors.initials: GH
authors.lastname: Lushington
authors.forename: Richard C
authors.initials: RC
authors.lastname: Larock
mesh_terms: D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D054879:Halogenation; D054852:Small Molecule Libraries / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005663:Furans; D054852:Small Molecule Libraries; C039281:furan