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Visible Light-Catalyzed Cascade Radical Cyclization of N-Propargylindoles with Acyl Chlorides for the Synthesis of 2-Acyl-9H-pyrrolo[1,2-a]indoles.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-01-23 , DOI: 10.1021/acs.joc.9b03090
Yu Liu 1 , Zan Chen 1 , Qiao-Lin Wang 1 , Pu Chen 1 , Jun Xie 1 , Bi-Quan Xiong 1 , Pan-Liang Zhang 1 , Ke-Wen Tang 1
Affiliation  

A novel and convenient visible light-catalyzed tandem radical cyclization of N-propargylindoles with acyl chlorides for accessing 2-acyl-9H-pyrrolo[1,2-a]indoles is established. This transformation involves sequential addition of the acyl radical to the carbon-carbon triple bond, intramolecular cyclization with the 2-position of indole, and isomerization of the carbon-carbon double bond. The experimental results show that this reaction contains a radical pathway and a radical chain process is not the major pathway for the formation of products.

中文翻译:

可见光催化N-炔丙酯与酰基氯的级联自由基环化反应,合成2-酰基-9H-吡咯并[1,2-a]吲哚。

建立了一种新型的,方便的可见光催化的N-炔丙基吲哚与酰氯的串联自由基环化反应,以进入2-酰基-9H-吡咯并[1,2-a]吲哚。该转变包括将酰基基团顺序地添加至碳-碳三键,具有吲哚的2-位的分子内环化以及碳-碳双键的异构化。实验结果表明,该反应包含自由基途径,自由基链过程不是产物形成的主要途径。
更新日期:2020-01-23
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