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铜催化的多米诺反应序列:从2'-卤代苯乙酮和2-氨基吡啶合成吡啶并稠合喹唑啉酮的新途径。

Copper-catalyzed domino sequences: a new route to pyrido-fused quinazolinones from 2'-haloacetophenones and 2-aminopyridines.

作者信息

Pham Phuc H, Doan Son H, Vuong Ngan T H, Nguyen Vu H H, Ha Phuong T M, Phan Nam T S

机构信息

Faculty of Chemical Engineering, HCMC University of Technology, VNU-HCM 268 Ly Thuong Kiet Street, District 10 Ho Chi Minh City Vietnam

出版信息

RSC Adv. 2018 Jun 4;8(36):20314-20318. doi: 10.1039/c8ra03744b. eCollection 2018 May 30.

Abstract

A new pathway to access pyrido-fused quinazolinones a Cu(OAc)-catalyzed domino sequential transformation between 2'-haloacetophenones and 2-aminopyridines was demonstrated. The solvent and base exhibited a remarkable effect on the transformation, in which the combination of DMSO and NaOAc emerged as the best system. Cu(OAc)·HO was more active towards the reaction than numerous other catalysts. This methodology is new and would be complementary to previous protocols for the synthesis of pyrido-fused quinazolinones.

摘要

展示了一种合成吡啶并喹唑啉酮的新途径——2'-卤代苯乙酮与2-氨基吡啶之间的铜(乙酸铜)催化多米诺顺序转化反应。溶剂和碱对该转化反应表现出显著影响,其中二甲基亚砜(DMSO)和醋酸钠(NaOAc)的组合是最佳体系。醋酸铜·水合物(Cu(OAc)·H₂O)对该反应的活性比许多其他催化剂更高。这种方法是新颖的,并且将补充先前用于合成吡啶并喹唑啉酮的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64df/9080829/3934b55ff4ab/c8ra03744b-s1.jpg

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