2,3-Disubstituted Benzofuran and Indole by Copper-Mediated C−C Bond Extension Reaction of 3-Zinciobenzoheterole

A metalative 5-endo-dig cyclization reaction of 2-ynylphenoles or anilines effected by BuLi and ZnCl2 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-dis...

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Veröffentlicht in:Organic letters 2006-06, Vol.8 (13), p.2803-2805
Hauptverfasser: Nakamura, Masaharu, Ilies, Laurean, Otsubo, Saika, Nakamura, Eiichi
Format: Artikel
Sprache:eng
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Zusammenfassung:A metalative 5-endo-dig cyclization reaction of 2-ynylphenoles or anilines effected by BuLi and ZnCl2 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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol060896y