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铜催化的 N,N-二甲基烯胺酮与苄胺的氧化[1+2+1+2]级联环化反应:一种构建功能化 1,4-二氢吡啶的简便方法。

Copper-Catalyzed Oxidative [1+2+1+2] Cascade Cyclization of N,N-Dimethyl Enaminones with Benzylamines: A Facile Access to Functionalized 1,4-Dihydropyridines.

机构信息

Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650504, P.R. China.

College of Vocational and Technical Education, Yunnan Normal University, Kunming, 650092, P.R. China.

出版信息

Chemistry. 2023 May 16;29(28):e202300297. doi: 10.1002/chem.202300297. Epub 2023 Mar 28.

Abstract

Using benzylamines as the C4 source of 1,4-dihydropyridines (1,4-DHPs), a Cu-catalyzed oxidative [1+2+1+2] cascade cyclization for the synthesis of 1,4-DHPs was firstly developed. A broad range of easily available N,N-dimethyl enaminones and benzylamines are employed smoothly to provide a diverse range of 1,4-DHPs with high efficiency. This method is performed by a one-pot cascade C(sp )-H bond functionalization/C(sp )-N cleavage/cyclization strategy to form simultaneously two C(sp )-C(sp ) bonds, two C(sp )-N bonds, and a 1,4-DHP ring.

摘要

首次利用苄胺作为 1,4-二氢吡啶(1,4-DHPs)的 C4 源,通过 Cu 催化的氧化 [1+2+1+2]级联环化反应来合成 1,4-DHPs。该方法采用一锅级联 C(sp )-H 键官能化/C(sp )-N 断裂/环化策略,同时形成两个 C(sp )-C(sp )键、两个 C(sp )-N 键和一个 1,4-DHP 环,可顺利地使用各种易得的 N,N-二甲基烯胺酮和苄胺,以高效率得到多种 1,4-DHPs。

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