Ma Wen-Kang, Lv Xing-Ping, Huang Yan
Jan 4, 2011
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Journal
Chinese Journal of Applied Chemistry
Abstract
The N-alkylations of methyl 3-indoleglyoxylate and indole-3-acetonitrile were carried out using alkyl halides or sulfonates as electrophiles in the presence of bases and six new N-alkylation products of indole derivatives were prepared.The influences of the structures of indole derivatives and electrophiles,the solvents and bases on the alkylations have been studied.The N-alkylation of methyl 3-indoleglyoxylate with a strong electron-withdrawing group could be conducted using weak base Cs2CO3 in mild reaction condition and in 93% yields while a strong base such as NaH must be used when indole-3-acetonitrile with a weak electron-withdrawing group was used as reactant in the N-alkylation.