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Synthesis 2010(5): 783-790  
DOI: 10.1055/s-0029-1218626
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient Synthesis of the First N-Methyloxoarcyriaflavin Including an Original Central Seven-Membered Cycle

Aurélie Bourderioux, Aziz Ouach, Valérie Bénéteau, Jean-Yves Mérour, Sylvain Routier*
Institut de Chimie Organique et Analytique, (1) Université d’Orléans, (2) UMR CNRS 6005, Rue de Chartres, B.P. 6759, 45067 Orléans Cedex 2, France
Fax: +33(2)38417281; e-Mail: sylvain.routier@univ-orleans.fr;
Further Information

Publication History

Received 7 September 2009
Publication Date:
22 December 2009 (online)

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Abstract

A new route to the first N-methyloxoarcyriaflavin was designed. The compound was obtained by a palladium-catalyzed Stille cross-coupling reaction, followed by an electrophilic cyclization onto a C-2 indolic position as a key step.

Key words

indole - tropone - palladium - electrophilic cyclization - rearrangement

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