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Synthesis 2010(16): 2725-2730  
DOI: 10.1055/s-0030-1258149
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

The Sandmeyer Reaction on Some Selected Heterocyclic Ring Systems: Synthesis of Useful 2-Chloroheterocyclic-3-carbonitrile Intermediates

Daniel da Silvaa,b, Abdelouahid Samadi*a, Mourad Chiouaa, Maria do Carmo Carreirasb, José Marco-Contelles*a
a Laboratorio de Radicales Libres y Química Computacional (LRL/QC), IQOG (CSIC), C/Juan de la Cierva 3, 28006 Madrid, Spain
Fax: +33(91)5622900; Fax: +34(91)5644853; e-Mail: samadi@iqog.csic.es; e-Mail: iqoc21@iqog.csic.es;
b iMEd.UL, Research Institute for Medicines and Pharmaceutical Sciences, Fac. Pharmacy, Univ. Lisbon, Av. Forças Armadas, 1600-083 Lisbon, Portugal
Further Information

Publication History

Received 30 March 2010
Publication Date:
07 July 2010 (online)

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Abstract

The Sandmeyer reaction on some selected heterocycles bearing the 2-amino-3-carbonitrile structural moiety has been investigated in order to prepare the corresponding 2-chloro-3-carbo­nitrile derivatives as synthetic useful intermediates for further development.

Key words

Sandmeyer reaction - 2-amino(heterocyclic)-3-carbo­nitriles - 2-aminopyrazoles - 2-aminooxazoles - 2-amino-4H-pyrans - 2-amino-1,4-dihydropyridines - 2-aminopyridines - 2-chloro(heterocyclic)-3-carbonitriles

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