Difluoroalkylation/C-H Annulation Cascade Reaction Induced by
Visible-Light Photoredox Catalysis

Jin Li; Jingzhi Chen; Wei Jiao; Guoqiang Wang; Ying Li; Xu Cheng; Guigen Li

Difluoroalkylation/C-H Annulation Cascade Reaction Induced by Visible-Light Photoredox Catalysis

Jin Li, Jingzhi Chen, Wei Jiao, Guoqiang Wang, Ying Li, Xu Cheng, Guigen Li

Chemistry and Biochemistry

Research output: Contribution to journal › Article

Abstract

We report the first example of difluoroalkylation/C-H annulation cascade reactions of cyclopropyl olefins induced by visible-light photoredox catalysis regioselectively affording partially hydrogenated naphthalenes and quinolines with a variety of difluorinated side chains. The alkylation reagent could be extended to monofluoro and trifluoro reagents, nitrite and malonate. The regioselectivity was investigated by means of density functional theory calculations.

Original language	English
Pages (from-to)	9992-10001
Journal	Journal of Organic Chemistry
State	Published - Oct 2016

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@article{12587706b0ad4d95814b0db7acde0e54,

title = "Difluoroalkylation/C-H Annulation Cascade Reaction Induced by Visible-Light Photoredox Catalysis",

abstract = "We report the first example of difluoroalkylation/C-H annulation cascade reactions of cyclopropyl olefins induced by visible-light photoredox catalysis regioselectively affording partially hydrogenated naphthalenes and quinolines with a variety of difluorinated side chains. The alkylation reagent could be extended to monofluoro and trifluoro reagents, nitrite and malonate. The regioselectivity was investigated by means of density functional theory calculations.",

author = "Jin Li and Jingzhi Chen and Wei Jiao and Guoqiang Wang and Ying Li and Xu Cheng and Guigen Li",

year = "2016",

month = oct,

language = "English",

pages = "9992--10001",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society (ACS)",

}

TY - JOUR

T1 - Difluoroalkylation/C-H Annulation Cascade Reaction Induced by Visible-Light Photoredox Catalysis

AU - Li, Jin

AU - Chen, Jingzhi

AU - Jiao, Wei

AU - Wang, Guoqiang

AU - Li, Ying

AU - Cheng, Xu

AU - Li, Guigen

PY - 2016/10

Y1 - 2016/10

N2 - We report the first example of difluoroalkylation/C-H annulation cascade reactions of cyclopropyl olefins induced by visible-light photoredox catalysis regioselectively affording partially hydrogenated naphthalenes and quinolines with a variety of difluorinated side chains. The alkylation reagent could be extended to monofluoro and trifluoro reagents, nitrite and malonate. The regioselectivity was investigated by means of density functional theory calculations.

AB - We report the first example of difluoroalkylation/C-H annulation cascade reactions of cyclopropyl olefins induced by visible-light photoredox catalysis regioselectively affording partially hydrogenated naphthalenes and quinolines with a variety of difluorinated side chains. The alkylation reagent could be extended to monofluoro and trifluoro reagents, nitrite and malonate. The regioselectivity was investigated by means of density functional theory calculations.

M3 - Article

SP - 9992

EP - 10001

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

ER -