Well-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines

被引:39
|
作者
Maji, Ankur [1 ]
Gupta, Shivangi [1 ]
Maji, Milan [1 ]
Kundu, Sabuj [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 13期
关键词
O-AMINOBENZYL ALCOHOLS; SUSTAINABLE SYNTHESIS; ALPHA-ALKYLATION; BORROWING HYDROGEN; SECONDARY ALCOHOLS; KETONES; DEHYDROGENATION; HETEROCYCLES; COMPLEXES; CATALYSTS;
D O I
10.1021/acs.joc.2c00167
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles, and pyridines from amino alcohols and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. We also detected two potential intermediates in the catalytic cycle using ESI-MS analysis. Based on these studies, a metal-ligand cooperative mechanism was proposed.
引用
收藏
页码:8351 / 8367
页数:17
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