S. Bedel, G. Ulrich, C. Picard
Aug 1, 2002
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ChemInform
Abstract
The synthesis of various oligopyridines possessing a carboxylate and at least one bromomethyl group is reported. The bipyridine and terpyridine cores were constructed in good yields via a Stille cross-coupling, starting from bromopicolines and ethyl bromopicolinate. The bromomethyl function was obtained by free radical bromination using NBS in benzene or bromine in benzene/ water biphasic mixture. The building of two model podands by nucleophilic displacement of benzylic bromine by an amine or by a phenol group is described.