Organic Letters

, том 20 , издание 3 , страницы 840-843

Photocatalytic Reductive Fluoroalkylation of Nitrones

Vyacheslav I Supranovich ¹

Vitalij V Levin ¹

Marina I. Struchkova ¹

Alexander D Dilman ¹

Скрыть аффилиации авторов Показать аффилиации авторов: 1 аффилиация

N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation |

Тип публикации: Journal Article

Дата публикации: 2018-01-22

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

БС1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.7b03987

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PubMed ID: 29355326

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Краткое описание

A method for the addition of fluorinated groups to nitrones using an iridium photocatalyst and ascorbic acid as a stoichiometric reducing agent is described. The reaction proceeds through the generation of fluorinated radicals by single-electron reduction of fluorinated alkyl iodides with an iridium complex mediated by visible light. Besides perfluorinated reagents, partially fluorinated alkyl iodides can also be effectively used leading to the products, which cannot be obtained by conventional nucleophilic addition reactions. The resulting hydroxylamines can be readily converted to valuable fluorinated amines by reduction with zinc.

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Supranovich V. I. et al. Photocatalytic Reductive Fluoroalkylation of Nitrones // Organic Letters. 2018. Vol. 20. No. 3. pp. 840-843.

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Supranovich V. I., Levin V. V., Struchkova M. I., Dilman A. D. Photocatalytic Reductive Fluoroalkylation of Nitrones // Organic Letters. 2018. Vol. 20. No. 3. pp. 840-843.

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TY - JOUR

DO - 10.1021/acs.orglett.7b03987

UR - https://doi.org/10.1021/acs.orglett.7b03987

TI - Photocatalytic Reductive Fluoroalkylation of Nitrones

T2 - Organic Letters

AU - Supranovich, Vyacheslav I

AU - Levin, Vitalij V

AU - Struchkova, Marina I.

AU - Dilman, Alexander D

PY - 2018

DA - 2018/01/22

PB - American Chemical Society (ACS)

SP - 840-843

IS - 3

VL - 20

PMID - 29355326

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2018_Supranovich,

author = {Vyacheslav I Supranovich and Vitalij V Levin and Marina I. Struchkova and Alexander D Dilman},

title = {Photocatalytic Reductive Fluoroalkylation of Nitrones},

journal = {Organic Letters},

year = {2018},

volume = {20},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://doi.org/10.1021/acs.orglett.7b03987},

number = {3},

pages = {840--843},

doi = {10.1021/acs.orglett.7b03987}

}

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Supranovich, Vyacheslav I., et al. “Photocatalytic Reductive Fluoroalkylation of Nitrones.” Organic Letters, vol. 20, no. 3, Jan. 2018, pp. 840-843. https://doi.org/10.1021/acs.orglett.7b03987.