Nickel-Catalyzed Dehydrogenation of N-Heterocycles Using Molecular Oxygen

被引：43
|
作者：
Bera, Sourajit [1 ]
Bera, Atanu [1 ]
Banerjee, Debasis [1 ]
机构：
[1] Indian Inst Technol Roorkee, Dept Chem, Lab Catalysis & Organ Synth, Roorkee 247667, Uttar Pradesh, India
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 16期
关键词：
ACCEPTORLESS DEHYDROGENATION; OXIDATIVE DEHYDROGENATION; NITROGEN-HETEROCYCLES; REVERSIBLE DEHYDROGENATION; EFFICIENT DEHYDROGENATION; AEROBIC OXIDATION; IRON CATALYSIS; HYDROGENATION; ALCOHOLS; 1,2,3,4-TETRAHYDROQUINOLINES;
D O I：
10.1021/acs.orglett.0c02271
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, an efficient and selective nickel-catalyzed dehydrogenation of five- and six-membered N-heterocycles is presented. The transformation occurs in the presence of alkyl, alkoxy, chloro, free hydroxyl and primary amine, internal and terminal olefin, trifluoromethyl, and ester functional groups. Synthesis of an important ligand and the antimalarial drug quinine is demonstrated. Mechanistic studies revealed that the cyclic imine serves as the key intermediate for this stepwise transformation.
引用
收藏
页码：6458 / 6463
页数：6
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