位置選択的リチオ化反応を利用したインドール環の効率的官能化

書誌事項

タイトル別名
  • Efficient Functionalization of Indole Ring via Regioselective Lithiations.
  • イチ センタクテキ リチオカ ハンノウ オ リヨウ シタ インドールカン ノ コウリツテキ カンノウカ
公開日
2002
DOI
  • 10.5059/yukigoseikyokaishi.60.691
  • 10.1002/chin.200248236
公開者
公益社団法人 有機合成化学協会

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説明

This article reviews the regioselective lithiations of indole derivatives. The C-2 lithiation can be readily achieved by utilizing directed lithiation promoted by a protecting (directing) group on indole nitrogen. The C-3 lithiation has been carried out mainly by halogen-lithium exchange of N-protected 3-bromo (or iodo) indoles. The lithiation at the benzenoid portion of indole has been performed by several unique methods, which are designed by considering the specific properties of indole ring and N-protecting groups. These regioselective lithiations have been nicely applied for the short-step synthesis of a number of indole-containing natural products.

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