Abstract
The high-pressure Diels–Alder reaction of N-carbomethoxypyrroles and phenyl vinyl sulfone affords versatile intermediates for the palladium-catalyzed preparation of new epibatidine analogues. Structure–activity relationships of new epibatidine analogues are presented. High affinities of K i=0.81 and 2.6 nM for the [ 3H]-cytisine rat brain nicotinic acetylcholine binding sites were found for the 5-pyrimidinyl and the 5-(2-amino)-pyrimidinyl epibatidine analogues, respectively.
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