CuI-Catalyzed Trifluoromethylation/Cyclization Reaction of <i>N</i> -(2-Methylallyl)-2-arylindoles: Access to Trifluoromethylated Indolo[2,1- <i>a</i> ]isoquinoline (Benzo[4,5]imidazo[2,1- <i>a</i> ]isoquinoline) Derivatives

The copper(I)-catalyzed radical cascade trifluoromethylation/cyclization reaction of <i>N</i>-allyl-2-arylindoles and Togni reagent (II) was developed to achieve diverse CF<sub>3</sub>-substituted indolo[2,1-<i>a</i>]isoquinoline (benzo[4,5]imidazo[2,1-<i>a</i>]isoquinoline) derivatives in this synthesis. The main features of this strategy include a wide substrate scope, good functional group tolerance, and moderate to good yields, which provide a valuable strategy for the synthesis of trifluoromethylated indolo[2,1-<i>a</i>]isoquinoline (benzo[4,5]imidazo[2,1-<i>a</i>]isoquinoline) derivatives.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-02-25
DOI
https://doi.org/10.1021/acs.joc.6c00080
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

CuI-Catalyzed Trifluoromethylation/Cyclization Reaction of N -(2-Methylallyl)-2-arylindoles: Access to Trifluoromethylated Indolo[2,1- a ]isoquinoline (Benzo[4,5]imidazo[2,1- a ]isoquinoline) Derivatives

Mei Ling Pan, Man Ning, Jingyao Su-Zhang, Liangce Rong et al.
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

CuI-Catalyzed Trifluoromethylation/Cyclization Reaction of N -(2-Methylallyl)-2-arylindoles: Access to Trifluoromethylated Indolo[2,1- a ]isoquinoline (Benzo[4,5]imidazo[2,1- a ]isoquinoline) Derivatives

Mei Ling Pan, Man Ning, Jingyao Su-Zhang, Liangce Rong, Jing Yang, Tongqin Cai, Xiaoqin Liu
article en

Abstract

The copper(I)-catalyzed radical cascade trifluoromethylation/cyclization reaction of <i>N</i>-allyl-2-arylindoles and Togni reagent (II) was developed to achieve diverse CF<sub>3</sub>-substituted indolo[2,1-<i>a</i>]isoquinoline (benzo[4,5]imidazo[2,1-<i>a</i>]isoquinoline) derivatives in this synthesis. The main features of this strategy include a wide substrate scope, good functional group tolerance, and moderate to good yields, which provide a valuable strategy for the synthesis of trifluoromethylated indolo[2,1-<i>a</i>]isoquinoline (benzo[4,5]imidazo[2,1-<i>a</i>]isoquinoline) derivatives.

The Journal of Organic ChemistryVol. 91(10)
Jiangsu Normal University (CN), State Key Laboratory of Synthetic Chemistry (CN), Green Chemistry (PL)
Openalex Percentile: Top 44%
Fluorine in Organic Chemistry
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