Regioselectivity of Larock indole synthesis using functionalized alkynes.
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.
Sugino
Kumi
K
Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Japan.
Yoshimura
Hiroshi
H
Nishikawa
Toshio
T
Isobe
Minoru
M
D000114:Acetylene / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000480:Alkynes; D002241:Carbohydrates; D007211:Indoles; D000114:Acetylene