Organic letters

2, 3-disubstituted benzofuran and indole by copper-mediated CC bond extension reaction of 3-zinciobenzoheterole

M Nakamura, L Ilies, S Otsubo, E Nakamura

Index: Nakamura, Masaharu; Ilies, Laurean; Otsubo, Saika; Nakamura, Eiichi Organic Letters, 2006 , vol. 8, # 13 p. 2803 - 2805

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Citation Number: 101

Abstract

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.

~10%

~99%

~95%

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~96%

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