A Facile Method for the Synthesis of 3-Alkyloxindole

Author(s): Tai-Ping Du, Gang-Guo Zhu, Jian Zhou.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 3 , 2012

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Abstract:

Benzylamine in combination with acetic acid was identified as a powerful catalyst for the condensation of oxindole with aldehydes, acetone or cyclic ketones. A variety of 3-alkyloxindoles could be readily prepared in 10 mmol scale via the sequential benzylamine acetate catalyzed condensation of oxindoles with aldehydes (or ketones) and conjugate reduction by NaBH4.

Keywords: 3-alkenyloxindoles, 3-alkyloxindoles, benzylamine, conjugate reduction, carbonyl compounds, Knoevenagel condensations, alkylation, oxindoles, amination, arylation

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Article Details

VOLUME: 9
ISSUE: 3
Year: 2012
Page: [225 - 232]
Pages: 8
DOI: 10.2174/157017812800167420
Price: $58

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