Cu-Catalyzed Cross-Coupling Reactions of Enamines and Terminal Alkynes: Access of Propargylamines as Neurodegenerative Disorder Agents

铜催化烯胺与末端炔烃的交叉偶联反应:合成丙炔胺类神经退行性疾病治疗药物

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Abstract

Reactions between enamine analogues and terminal alkynes were explored. Copper(I) complex of 1,10-phenanthroline catalyzed these reactions to generate a diastereoselective propargylamines via C-C bond formation. In the presence of Zn(2+), the chiral propargylamines converted into the β-allenoates with an excellent yield and enantioselectivity achieved up to 99 %. Models of synthesized propargylamines were used for molecular docking and dynamic simulations, which indicate that this class of molecules shows promise for anti-neurodegenerative activity.

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