Department of Chemistry, Birla Institute of Technology & Science, Pilani, Rajasthan 333031, India.
Org Biomol Chem. 2018 May 2;16(17):3220-3228. doi: 10.1039/c8ob00586a.
An efficient, one-pot Cu-catalyzed tandem synthesis of fluorescent 1-benzyl-2-phenyl-1,2-dihydro-5H-chromeno[4,3-d]pyrimidin-5-ones from 4-chloro-3-formylcoumarin and benzylamines was developed by in situ intramolecular cross-dehydrogenative C(sp3)-N bond formation in moderate-to-good yields under ligand-free ambient conditions. This synthesis was easily scalable, and the generality of the substrates was established. These coumarin-fused pyrimidines exhibited interesting photo-physical properties and high quantum yields, and would be potential candidates for facilitating suitable studies in medicinal chemistry and materials science.
一种高效、一锅法的铜催化串联反应，可从 4-氯-3-甲酰基香豆素和苄胺出发，在无配体的环境条件下，以中等至良好的收率，通过原位分子内交叉脱氢 C(sp3)-N 键形成，合成出荧光 1-苄基-2-苯基-1,2-二氢-5H-色烯并[4,3-d]嘧啶-5-酮。该合成方法易于规模化，底物的通用性得到了确立。这些香豆素嘧啶具有有趣的光物理性质和高量子产率，有望成为促进药物化学和材料科学领域相关研究的潜在候选物。
