Synthesis of the 3,4,5-Trimethoxy-2-(3,4-methylenedioxy-6-nitrophenyl) benzaldehyde for Divergent Preparation of Cytotoxic Biaryls

Author(s): Raphael Labruere, Philippe Helissey, Stephanie Desbene-Finck, Sylviane Giorgi-Renault.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 8 , 2012

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Abstract:

The regioselective synthesis of the 3,4,5-trimethoxy-2-(3,4-methylenedioxy-6-nitrophenyl)benzaldehyde as key intermediate for divergent preparation of cytotoxic biaryl lignans was achieved in three steps from commercially available starting materials. Reactivity of this synthon was illustrated by its conversion into the corresponding phenanthridine and bromomethylbenzene.

Keywords: Carbaldehydes, cytotoxic biaryls, lignans, phenanthridines, regioselective nitration, stille coupling, biphenyl, antitumor drugs, steganone, eupomatilone-6.

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Article Details

VOLUME: 9
ISSUE: 8
Year: 2012
Page: [568 - 571]
Pages: 4
DOI: 10.2174/157017812802850276
Price: $65

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