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Communication | Regular issue | Vol 48, No. 1, 1998, pp.1-4
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7990
p-Methoxybenzyl Group as a Protecting Group of the Nitrogen in Indole Derivatives: Deprotection by DDQ or Trifluoroacetic Acid

Yasuyoshi Miki,* Hiroko Hachiken, Yoshimi Kashima, Wakiko Sugimura, and Norihide Yanase

*Faculty of Pharmaceutical Sciences, Kinki University, 3-4-1, Kowakae, Higashi-Osaka 577-8502, Japan


Deprotection of 9-p-methoxybenzylcarbazole with DDQ gave a carbazole. However, methyl 1-p-methoxybenzylindole-2-carboxylate and dimethyl 1-p-methoxybenzyl-2,3-indoledicarboxylate were treated with TFA to yield the corresponding methyl indole-2-carboxylate and dimethyl indole-2,3-dicarboxylate.