Photoredox-Catalzyed Halo-trifluoromethylation of 1,7-Enynes for Synthesis of 3,4-Dihydroquinolin-2(1H)-ones

Xin Yuan; Ming Wei Zheng; Zhe Chen Di; Yu Sheng Cui; Kai Qiang Zhuang; Long Zhou Qin; Zheng Fang; Jiang Kai Qiu; Guigen Li; Kai Guo

doi:10.1002/adsc.201801681

Photoredox-Catalzyed Halo-trifluoromethylation of 1,7-Enynes for Synthesis of 3,4-Dihydroquinolin-2(1H)-ones

Xin Yuan, Ming Wei Zheng, Zhe Chen Di, Yu Sheng Cui, Kai Qiang Zhuang, Long Zhou Qin, Zheng Fang, Jiang Kai Qiu, Guigen Li, Kai Guo

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

An efficient photoredox-catalyzed halo-trifluoromethylation reaction of 1,7-enynes has been developed under mild conditions. This photocatalytic protocol provides an efficient and functional strategy leading to CF ₃ − and halogen-containing 3,4-dihydroquinolin-2(1H)-ones from a wide range of 1,7-enynes through two different radical pathways. The reaction mechanism was proposed based on the control experiments. (Figure presented.).

Original language	English
Pages (from-to)	1835-1845
Number of pages	11
Journal	Advanced Synthesis and Catalysis
Volume	361
Issue number	8
DOIs	https://doi.org/10.1002/adsc.201801681
State	Published - 16 Apr 2019

Keywords

1,7-enynes
halo-trifluoromethylation
photoredox
radical pathway

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10.1002/adsc.201801681

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title = "Photoredox-Catalzyed Halo-trifluoromethylation of 1,7-Enynes for Synthesis of 3,4-Dihydroquinolin-2(1H)-ones",

abstract = " An efficient photoredox-catalyzed halo-trifluoromethylation reaction of 1,7-enynes has been developed under mild conditions. This photocatalytic protocol provides an efficient and functional strategy leading to CF 3 − and halogen-containing 3,4-dihydroquinolin-2(1H)-ones from a wide range of 1,7-enynes through two different radical pathways. The reaction mechanism was proposed based on the control experiments. (Figure presented.).",

keywords = "1,7-enynes, halo-trifluoromethylation, photoredox, radical pathway",

author = "Xin Yuan and Zheng, {Ming Wei} and Di, {Zhe Chen} and Cui, {Yu Sheng} and Zhuang, {Kai Qiang} and Qin, {Long Zhou} and Zheng Fang and Qiu, {Jiang Kai} and Guigen Li and Kai Guo",

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year = "2019",

month = apr,

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doi = "10.1002/adsc.201801681",

language = "英语",

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T1 - Photoredox-Catalzyed Halo-trifluoromethylation of 1,7-Enynes for Synthesis of 3,4-Dihydroquinolin-2(1H)-ones

AU - Yuan, Xin

AU - Zheng, Ming Wei

AU - Di, Zhe Chen

AU - Cui, Yu Sheng

AU - Zhuang, Kai Qiang

AU - Qin, Long Zhou

AU - Fang, Zheng

AU - Qiu, Jiang Kai

AU - Li, Guigen

AU - Guo, Kai

PY - 2019/4/16

Y1 - 2019/4/16

N2 - An efficient photoredox-catalyzed halo-trifluoromethylation reaction of 1,7-enynes has been developed under mild conditions. This photocatalytic protocol provides an efficient and functional strategy leading to CF 3 − and halogen-containing 3,4-dihydroquinolin-2(1H)-ones from a wide range of 1,7-enynes through two different radical pathways. The reaction mechanism was proposed based on the control experiments. (Figure presented.).

AB - An efficient photoredox-catalyzed halo-trifluoromethylation reaction of 1,7-enynes has been developed under mild conditions. This photocatalytic protocol provides an efficient and functional strategy leading to CF 3 − and halogen-containing 3,4-dihydroquinolin-2(1H)-ones from a wide range of 1,7-enynes through two different radical pathways. The reaction mechanism was proposed based on the control experiments. (Figure presented.).

KW - 1,7-enynes

KW - halo-trifluoromethylation

KW - photoredox

KW - radical pathway

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U2 - 10.1002/adsc.201801681

DO - 10.1002/adsc.201801681

M3 - 文章

AN - SCOPUS:85062320944

SN - 1615-4150

VL - 361

SP - 1835

EP - 1845

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 8

ER -

Photoredox-Catalzyed Halo-trifluoromethylation of 1,7-Enynes for Synthesis of 3,4-Dihydroquinolin-2(1H)-ones

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Keywords

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