Photoactive Catalytic EDA Complex-Mediated Synthesis of Difluorinated Polycyclic Indolines

1,4-Diazabicyclo[2.2.2]octane (DABCO) has been demonstrated to function as an effective catalytic electron donor in electron donor-acceptor (EDA) complex-mediated difluoroalkylation reaction. The protocol enables the construction of structurally complex difluorinated polycyclic indoline derivatives with exceptional diastereoselectivity (dr >20:1) via an intramolecular 1,5-hydrogen atom transfer (1,5-HAT) process.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-02
DOI
https://doi.org/10.1021/acs.joc.5c02186
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Photoactive Catalytic EDA Complex-Mediated Synthesis of Difluorinated Polycyclic Indolines

Xuebin Zhang, Yingying Xu, Xiangtu Tu, Haiwei Ye et al.
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Photoactive Catalytic EDA Complex-Mediated Synthesis of Difluorinated Polycyclic Indolines

Xuebin Zhang, Yingying Xu, Xiangtu Tu, Haiwei Ye, Xiangyun Zheng
article en

Abstract

1,4-Diazabicyclo[2.2.2]octane (DABCO) has been demonstrated to function as an effective catalytic electron donor in electron donor-acceptor (EDA) complex-mediated difluoroalkylation reaction. The protocol enables the construction of structurally complex difluorinated polycyclic indoline derivatives with exceptional diastereoselectivity (dr >20:1) via an intramolecular 1,5-hydrogen atom transfer (1,5-HAT) process.

The Journal of Organic ChemistryVol. 90(49)
Shandong Institute of Food and Drug Inspection (CN), Inspection Technologies (United Kingdom) (GB), ZheJiang Institute For Food and Drug Control (CN), Pharmaceutical Biotechnology (Czechia) (CZ), Taizhou Vocational and Technical College (CN)
Openalex Percentile: Top 69%
Fluorine in Organic Chemistry
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Photoactive Catalytic EDA Complex-Mediated Synthesis of Difluorinated Polycyclic Indolines — Xuebin Zhang, Yingying Xu, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS