title: Iodocyclization, followed by palladium-catalyzed coupling: a versatile strategy for heterocyclic library construction.
abstract: The iodocyclization of functionally-substituted alkynes provides an excellent way to prepare a wide range of iodoheterocycles, which can then be readily elaborated through palladium-catalyzed Suzuki-Miyaura, Sonogashira, Heck, Hartwig-Buchwald, and carbonylation processes into libraries of medicinally relevant heterocycles. The synthesis of libraries of indoles, benzofurans, benzothiophenes, isocoumarins and pyrones, cyclic imidates, isoxazoles, furans using this approach is reviewed. This technology is very versatile, proceeds under mild reaction conditions in high yields, and tolerates considerable functionality.
authors.affiliation: Department of Chemistry, Iowa State University, Ames, IA 50011, USA.
authors.forename: Anton V
authors.initials: AV
authors.lastname: Dubrovskiy
authors.forename: Nataliya A
authors.initials: NA
authors.lastname: Markina
authors.forename: Richard C
authors.initials: RC
authors.lastname: Larock
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D054879:Halogenation; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D054852:Small Molecule Libraries / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D006571:Heterocyclic Compounds; D054852:Small Molecule Libraries; D010165:Palladium