Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py

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Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py–CH2Cl2. / Каляев, Михаил Владимирович; Рябухин, Дмитрий Сергеевич; Васильев, Александр Викторович.

в: Russian Journal of Organic Chemistry, Том 60, № 1, 2024, стр. 56-60.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

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@article{2dad275ee0f5424685e386613ff48e1e,

title = "Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py–CH2Cl2.",

abstract = "Abstract: The oxidation of 1,4-diiodo-2,3,5,6-tetramethylbenzene (diiododurene) and 1,4-dibromo-2,3,5,6-tetramethylbenzene (dibromodurene) with lead dioxide (PbO2) in a mixture of hydrogen fluoride and pyridine (Olahʼs reagent) and methylene chloride as co-solvent at room temperature for 96 h afforded the corresponding monofluorination products of one methyl group. This reaction is the first example of using the oxidative system PbO2–HF–Py–CH2Cl2 for the side-chain monofluorination of methylbenzenes.",

keywords = "hydrogen fluoride–pyridine, lead dioxide, monofluorination, oxidation, radical cations",

author = "Каляев, {Михаил Владимирович} and Рябухин, {Дмитрий Сергеевич} and Васильев, {Александр Викторович}",

note = "Kalyaev M.V., Ryabukhin D.S., Vasilyev A.V. Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py–CH2Cl2. Russian Journal of Organic Chemistry. 2024, V. 60, No. 1, P. 56-60.",

year = "2024",

doi = "10.1134/s1070428024010081",

language = "English",

volume = "60",

pages = "56--60",

journal = "Russian Journal of Organic Chemistry",

issn = "1070-4280",

publisher = "МАИК {"}Наука/Интерпериодика{"}",

number = "1",

}

RIS

TY - JOUR

T1 - Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py–CH2Cl2.

AU - Каляев, Михаил Владимирович

AU - Рябухин, Дмитрий Сергеевич

AU - Васильев, Александр Викторович

N1 - Kalyaev M.V., Ryabukhin D.S., Vasilyev A.V. Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py–CH2Cl2. Russian Journal of Organic Chemistry. 2024, V. 60, No. 1, P. 56-60.

PY - 2024

Y1 - 2024

N2 - Abstract: The oxidation of 1,4-diiodo-2,3,5,6-tetramethylbenzene (diiododurene) and 1,4-dibromo-2,3,5,6-tetramethylbenzene (dibromodurene) with lead dioxide (PbO2) in a mixture of hydrogen fluoride and pyridine (Olahʼs reagent) and methylene chloride as co-solvent at room temperature for 96 h afforded the corresponding monofluorination products of one methyl group. This reaction is the first example of using the oxidative system PbO2–HF–Py–CH2Cl2 for the side-chain monofluorination of methylbenzenes.

AB - Abstract: The oxidation of 1,4-diiodo-2,3,5,6-tetramethylbenzene (diiododurene) and 1,4-dibromo-2,3,5,6-tetramethylbenzene (dibromodurene) with lead dioxide (PbO2) in a mixture of hydrogen fluoride and pyridine (Olahʼs reagent) and methylene chloride as co-solvent at room temperature for 96 h afforded the corresponding monofluorination products of one methyl group. This reaction is the first example of using the oxidative system PbO2–HF–Py–CH2Cl2 for the side-chain monofluorination of methylbenzenes.

KW - hydrogen fluoride–pyridine

KW - lead dioxide

KW - monofluorination

KW - oxidation

KW - radical cations

UR - https://www.mendeley.com/catalogue/be666a3d-2d0b-3a4a-9cf8-5489d0ed80ad/

U2 - 10.1134/s1070428024010081

DO - 10.1134/s1070428024010081

M3 - Article

VL - 60

SP - 56

EP - 60

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 1

ER -

ID: 126750903

Oxidative monofluorination of 1,4-diiodo(dibromo)-2,3,5,6-tetramethylbenzenes in the system PbO2–HF–Py–CH2Cl2.

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