Journal of Organic Chemistry p. 5392 - 5395 (2006)
Update date:2022-08-15
Topics:
Luo, Guanglin
Chen, Ling
Dubowchik, Gene
Indazoles are regioselectively protected at N-2 by a 2-(trimethylsilyl) ethoxymethyl (SEM) group using novel conditions. The SEM group can efficiently direct regioselective C-3 lithiation, and the resulting nucleophile can react with a wide range of electrophiles to generate novel indazole derivatives. The SEM group can be removed by treatment with TBAF in THF or aqueous HCl in EtOH.
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