title: Regioselectivity of Larock indole synthesis using functionalized alkynes.
abstract: Regioselectivity of Larock indole synthesis, a palladium-catalyzed heteroannulation between o-iodoaniline and internal acetylene, was estimated using acetylenes substituted with ester and/or Boc-protected amine at the homopropargylic position and with perbenzyl- and unprotected glucose. Low to moderate regioselectivities were observed in all the cases, indicating these functional groups do not exert good directing effects, in the Larock indole synthesis.
authors.affiliation: Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Japan.
authors.forename: Kumi
authors.initials: K
authors.lastname: Sugino
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Yoshimura
authors.forename: Toshio
authors.initials: T
authors.lastname: Nishikawa
authors.forename: Minoru
authors.initials: M
authors.lastname: Isobe
mesh_terms: D000114:Acetylene / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D002241:Carbohydrates; D007211:Indoles; D000114:Acetylene