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Citation: MA Wenkang, LU Xingping, HUANG Yan, LUO Jiandong. N-Alkylations of Two Indole Derivatives[J]. Chinese Journal of Applied Chemistry, ;2011, 28(3): 263-266. doi: 10.3724/SP.J.1095.2011.00327 shu

N-Alkylations of Two Indole Derivatives

1.
Department of Foundation, Guangzhou Medical College, Guangzhou 510182

Corresponding author: HUANG Yan, LUO Jiandong,
Received Date: 7 June 2010
Available Online: 29 July 2010
Fund Project: 广东省科技计划项目(2008B060600074) (2008B060600074)广州市属高校科技计划项目(08A107) (08A107)

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 electronwithdrawing group was used as reactant in the N-alkylation.
- indole derivatives,
- N-alkylation,
- synthesis
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