Copper-catalyzed synthesis of aminoquinolines from β-(2-aminophenyl)-α,β-ynones using DMF as dual synthon

被引：21

作者：

Ganesan, Balaji ^{[1
]}

Govindan, Karthick ^{[1
]}

Senadi, Gopal Chandru ^{[2
]}

Kandasamy, Mohanraj ^{[1
]}

Lin, Wei-Yu ^{[1
,3
,4
]}

机构：

[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 80708, Taiwan

[2] SRM Inst Sci & Technol, Fac Engn & Technol, Dept Chem, Chennai 603203, Tamil Nadu, India

[3] Kaohsiung Med Univ Hosp, Dept Med Res, Kaohsiung 80708, Taiwan

[4] Kaohsiung Med Univ, Drug Dev & Value Creat Res Ctr, Kaohsiung 80708, Taiwan

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 48期

关键词：

CYCLIZATION; RECEPTOR; DIMETHYLFORMAMIDE; 4-AMINOQUINOLINES; ANTAGONIST; AMIDINES; MILD;

D O I：

10.1039/d0cc03033c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new and efficient method has been developed for the synthesis of 4-aminoquinoline through aerobic Cu(I)-catalyzed cyclization of beta-(2-aminophenyl)-alpha,beta-ynones. Under the optimized conditions, DMF could serve as a methine source to introduce C2 carbon and a nitrogen source to incorporate amino functionality in the 4th position. Mechanistic studies using C-13- and DMF-d(7) revealed that the methine group was derived from a methyl substituent.

引用

页码：6488 / 6491

页数：4

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