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[摘要]:The synthesis and reactivity of the 7-azabicyclo[2.2.1]hept-2-yl radical has been extensively investigated in inter- and intramol. reaction processes for the first time. In this work we will present the prepn. of the radical and its successful intermol. reaction with radical acceptors such as tert-butylisocyanide and acrylonitrile. Computational analyses have been carried out to show and explain the mechanisms and stereochem. outcome of these transformations. Overall and from the chem. point of view, a new and convenient synthetic approach has been developed for the synthesis of exo-2-(cyano)alkyl substituted 7-azabicyclo[2.2.1]heptane derivs., a series of compds. of wide interest for the synthesis of heterocyclic analogs of epibatidine. As a result, we describe here the synthesis of the tetrazoloepibatidines and the oxadiazoloepibatidine, e.g. I and II. |
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