Visible Light Photocatalytic Synthesis of Tetrahydroquinolines Under Batch and Flow Conditions

被引:9
|
作者
Gonzalez-Munoz, Daniel [1 ]
Nova-Fernandez, Jose Luis [1 ,2 ]
Martinelli, Ada [1 ]
Pascual-Coca, Gustavo [2 ]
Cabrera, Silvia [3 ,4 ]
Aleman, Jose [1 ,4 ]
机构
[1] Univ Autonoma Madrid, Sci Fac, Organ Chem Dept, M1, Madrid 28049, Spain
[2] Synthelia Organ Labs, C Faraday 7 Labs 2-05 & 0-03,Parque Cient Madrid, Madrid 28049, Spain
[3] Univ Autonoma Madrid, Sci Fac, Inorgan Chem Dept, M7, Madrid 28049, Spain
[4] Univ Autonoma Madrid, Inst Adv Res Chem Sci IAdChem, Madrid 28049, Spain
基金
欧洲研究理事会;
关键词
Photocatalysis; Flow chemistry; Aryl-iodine reduction; Cyclization; Photoredox; CYCLIZATION; ALKYL;
D O I
10.1002/ejoc.202001018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this work, we describe the use of visible light and a photocatalytic system for the cyclization of iodoaryl vinyl derivatives to tetrahydroquinoline structures. The reaction proceeds under very mild conditions, tolerates different functional groups and more importantly, the method allows the synthesis ofN-free tetrahydroquinolines fromN-unprotected starting materials. In addition, the reaction can also be performed using flow-chemistry. Finally, a mechanistic proposal based on some mechanistic studies has been described.
引用
收藏
页码:5995 / 5999
页数:5
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