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[摘要]:3-(Succinimid-3-yl)-2-oxo-2,3-dihydroimidazo[1,2-a]pyridine derivatives (3 and 4) were prepared through a one-pot reaction from 2-aminopyridines (1) by acylation with maleimides (2) and followed by an intramolecular Michael addition, and a subsequent second Michael addition with another molecule of 2. The diastereomeric configurations of the products were confirmed by X-ray crystal analyses. The reaction mechanism of the accumulated three types of additions between 1 and two equimolar amounts of 2 was calculated using MOPAC-PM6 molecular simulations and the competing addition reactions as hard and soft reactions were explained by HSAB theory. |
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