Syntheses of pyridine and bipyridine frameworks combining dual fluorescent and magnetic probes.

Org Lett

Laboratoire de Chimie Moléculaire, Associé au CNRS UMR 7008, Ecole de Chimie, Polymères, Matériaux de Strasbourg, 25 rue Becquerel, 67087 Strasbourg, Cedex 02, France.

Published: July 2003

[structure: see text] 2,6-Disubstituted pyridines, 6-substituted 2,2'-bipyridines, and 6,6'-disubstituted 2,2'-bipyridines are readily prepared under mild conditions from 5-(dimethylamino)-1-naphthalenesulfonamide chloride (DANS-Cl) and chloromethyl-nitronyl nitroxide (CH(2)Cl-NIT) starting materials and adequately functionalized building blocks. The syntheses of the pyridine molecules bearing two radicals and a DANS fragment first required the attachment of the aliphatic radical onto an aldehyde-protected dansylated compound, followed by the construction of the second aromatic radical.

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http://dx.doi.org/10.1021/ol034474pDOI Listing

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