Copper(II)-Mediated Intermolecular Radical [3+2]-Annulation of N,N-Dimethyl Enaminones: Direct Access to 5-Acyl-3-Furancarboxaldehydes

被引：21

作者：

Zhang, Biao ^{[1
]}

Zhou, Pan ^{[1
]}

Xu, Hui ^{[1
]}

Huang, Jiuzhong ^{[2
]}

Sun, Yulin ^{[1
]}

Liu, Donghan ^{[1
]}

Yu, Fuchao ^{[1
]}

机构：

[1] Kunming Univ Sci & Technol, Fac Life Sci & Technol, Kunming 650500, Yunnan, Peoples R China

[2] Gannan Med Univ, Sch Pharm, Ganzhou 341000, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 18期

基金：

中国国家自然科学基金;

关键词：

5-acyl-3-furancarboxaldehydes; 3+2] annulation; N; N-dimethyl enaminones; regio- and chemoselective; FULLY SUBSTITUTED 3-FORMYL-4-IODOFURANS; HIGHLY SELECTIVE SYNTHESIS; CASCADE REACTION; EFFICIENT SYNTHESIS; FURANS; 3-FORMYLFURANS; DERIVATIVES; ISATINS; DIMERIZATION; CYCLIZATION;

D O I：

10.1002/adsc.202100633

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Copper(II)-mediated unprecedented intermolecular radical [3+2] annulation of N,N-dimethyl enaminones has been developed. The protocol is promoted simply by copper(II) chloride to access 5-acyl-3-furancarboxaldehydes with acceptable to good yields and broad substrate scope. This reaction allows the formation of multiple new bonds, including C(sp(2))-O bond between two nucleophilic sites, C(sp(2))-C(sp(2)) bond and C=O bond, through a radical cyclization process. Moreover, gram-synthesis and application research show the potential application value of this transformation in industry.

引用

页码：4354 / 4359

页数：6

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