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Communication | Regular issue | Vol 34, No. 7, 1992, pp.1295-1298
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6066
A Regioselective Lithiation of 1-Methoxymethoxyindole at the 2-Position and Its Application for the Synthesis of 2-Substituted Indoles

Masanori Somei* and Tetsuya Kobayashi

*Faculty of Pharmaceutical Sciences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920, Japan


A regioselective lithiation of 1-methoxymethoxyindole at the 2-position was achieved with n-BuLi at 0 °C. Subsequent treatment with electrophiles afforded 2-substituted 1-methoxymethoxyindoles, which were readily converted to 2-substituted indoles.