2,3-disubstituted benzofuran and indole by copper-mediated C-C bond extension reaction of 3-zinciobenzoheterole.
[reaction: see text] A metalative 5-endo-dig cyclization reaction of 2-ynylphenoles or anilines effected by BuLi and ZnCl(2) produces 3-zinciobenzoheteroles in excellent yield. These intermediates have been transmetalated to the corresponding cuprates and allowed to react with electrophiles to produce a variety of 2,3-disubstituted benzofurans and indoles.
Nakamura
Masaharu
M
Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Japan. masaharu@scl.kyoto-u.ac.jp
Ilies
Laurean
L
Otsubo
Saika
S
Nakamura
Eiichi
E