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Synlett 2009(9): 1401-1404  
DOI: 10.1055/s-0029-1217184
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Isocyanide-Based Multicomponent Reaction ‘without’ Isocyanides

Laurent El Kaim, Laurence Grimaud*, Aurélie Schiltz
Laboratoire Chimie et Procédés, Ecole Nationale Supérieure de Techniques Avancées, 32 Boulevard Victor, 75739 Paris Cedex 15, France
Fax: +33(1)45528322; e-Mail: laurent.elkaim@ensta.fr; e-Mail: laurence.grimaud@ensta.fr;
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Publikationsverlauf

Received 17 February 2009
Publikationsdatum:
18. Mai 2009 (online)

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Abstract

We present here a one-pot, four-component sequence that affords Ugi-type adducts starting from simple benzyl or allyl bromides. The isocyanides are prepared in situ under alkylation of silver cyanide salts and the resulting mixture is directly used in a Ugi-Smiles coupling.

Key words

isocyanides - synthesis - alkylation - silver cyanide - Ugi-Smiles - multicomponent reaction

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19

Even if these conditions seemed promising, iron salts were abandoned because we failed to perform the one-pot multicomponent couplings with them.