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Synthesis of the Parent and Substituted Tetracyclic ABCD Ring Cores of Camptothecins via 1-(3-Aryl-2-propynyl)- 1,6-dihydro-6-oxo-2-pyridinecarbonitriles

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https://figshare.com/articles/dataset/Synthesis_of_the_Parent_and_Substituted_Tetracyclic_ABCD_Ring_Cores_of_Camptothecins_via_1_3_Aryl_2_propynyl_1_6_dihydro_6_oxo_2_pyridinecarbonitriles/3057271
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资源简介:
A new synthetic pathway to the parent and substituted ABCD ring cores of the camptothecin family of alkaloids was developed. The N-alkylation of 1,6-dihydro-6-oxo-2-pyridinecarbonitrile (2) with 3-bromo-1-phenylpropyne provided 3a using Curran's protocol. Treatment of 3a with a catalytic amount of DBU (5 mol %) at 110 °C for 12 h produced indolizino[1,2-b]quinolin-9(11H)-one (6a), the parent ABCD ring core of camptothecin, in essentially quantitative yield.
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2006-09-28
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