Condensation of imines with anhydrides have been proven to be a valuable method for the synthesis of tetrahydroisoquinolones. Herein, we report the application of this chemistry with DNA-conjugated imines. Condensation of DNA-conjugated imine (which can be formed in situ from DNA-conjugated amines and aldehydes or DNA-conjugated aldehyde and primary amines) with homophthalic anhydride produces isoquinolones in moderate to excellent yields. The formed isoquinolone can be further derivatized with a variety of amines through amide bond formation. Development of this chemistry on-DNA enables the synthesis of an isoquinolone core-focused DNA-encoded library.

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DNA共轭亚胺与同苯二甲酸酐的缩合反应，用于在DNA上合成异喹诺酮

亚胺与酸酐的缩合已被证明是合成四氢异喹诺酮的一种有价值的方法。在本文中，我们报道了这种化学方法在结合DNA的亚胺上的应用。DNA-共轭亚胺（可以由DNA-共轭胺和醛或DNA-共轭醛和伯胺原位形成）与高邻苯二甲酸酐的缩合产生异喹诺酮，产率中等至优异。形成的异喹诺酮可以通过酰胺键的形成进一步与多种胺衍生化。这种在DNA上化学反应的发展使得能够合成以异喹诺酮为核心的DNA编码文库。