title: Regiocontrolled synthesis of polysubstituted pyrroles starting from terminal alkynes, sulfonyl azides, and allenes.
abstract: 1-Sulfonyl-1,2,3-triazoles, readily prepared from terminal alkynes and sulfonyl azides, react with allenes in the presence of a nickel(0) catalyst to produce the corresponding isopyrroles. The initially produced isopyrroles are further converted to a wide range of polysubstituted pyrroles through double bond transposition and Alder-ene reactions.
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan. tmiura@sbchem.kyoto-u.ac.jp
authors.forename: Tomoya
authors.initials: T
authors.lastname: Miura
authors.forename: Kentaro
authors.initials: K
authors.lastname: Hiraga
authors.forename: Tsuneaki
authors.initials: T
authors.lastname: Biyajima
authors.forename: Takayuki
authors.initials: T
authors.lastname: Nakamuro
authors.forename: Masahiro
authors.initials: M
authors.lastname: Murakami
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001386:Azides; D011758:Pyrroles; D013450:Sulfones; D014230:Triazoles