Calcium Carbide: From Elemental Carbon to Isotope-Economic Synthesis of 13C2-Labeled Heterocycles

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Calcium Carbide: From Elemental Carbon to Isotope-Economic Synthesis of 13C2-Labeled Heterocycles. / Ледовская, Мария Сергеевна ; Воронин, Владимир Владимирович ; Валов, Никита Романович ; Самойленко, Дмитрий Евгеньевич.

в: Chinese Journal of Chemistry, 22.06.2023.

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

BibTeX

@article{6149e4bf1220435ab35879e13a1fc6a6,

title = "Calcium Carbide: From Elemental Carbon to Isotope-Economic Synthesis of 13C2-Labeled Heterocycles",

abstract = "13C-Carbon is the most available source of carbon-13. It is a relatively inexpensive solid material, which can be easily converted to calcium carbide-13C2. In current work, Ca13C2 was used for in situ generation of 13C2-acetylene in 1,3-dipolar cycloaddition and [4+2] cycloaddition reaction. For the first time, 1H-1,2,3-triazoles-4,5-13C2 and isoxazoles-4,5-13C2 were synthesized using calcium carbide-13C2. A Diels-Alder type cycloaddition of 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine and Ca13C2 was investigated, and the best way for the synthesis of 3,6-di(pyridin-2-yl)pyridazine-4,5-13C2 was proposed for the first time. Here we perform a detailled description of NMR spectra of 13C2-labeled triazoles, isoxazoles and 3,6-di(pyridin-2-yl)pyridazine.",

keywords = "Isotopic labeling, Cycloaddion, Click Chemistry, sustainable chemistry, Calcium carbide",

author = "Ледовская, {Мария Сергеевна} and Воронин, {Владимир Владимирович} and Валов, {Никита Романович} and Самойленко, {Дмитрий Евгеньевич}",

year = "2023",

month = jun,

day = "22",

doi = "10.1002/cjoc.202300261",

language = "русский",

journal = "Chinese Journal of Chemistry",

issn = "1001-604X",

publisher = "Wiley-Blackwell",

}

RIS

TY - JOUR

T1 - Calcium Carbide: From Elemental Carbon to Isotope-Economic Synthesis of 13C2-Labeled Heterocycles

AU - Ледовская, Мария Сергеевна

AU - Воронин, Владимир Владимирович

AU - Валов, Никита Романович

AU - Самойленко, Дмитрий Евгеньевич

PY - 2023/6/22

Y1 - 2023/6/22

N2 - 13C-Carbon is the most available source of carbon-13. It is a relatively inexpensive solid material, which can be easily converted to calcium carbide-13C2. In current work, Ca13C2 was used for in situ generation of 13C2-acetylene in 1,3-dipolar cycloaddition and [4+2] cycloaddition reaction. For the first time, 1H-1,2,3-triazoles-4,5-13C2 and isoxazoles-4,5-13C2 were synthesized using calcium carbide-13C2. A Diels-Alder type cycloaddition of 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine and Ca13C2 was investigated, and the best way for the synthesis of 3,6-di(pyridin-2-yl)pyridazine-4,5-13C2 was proposed for the first time. Here we perform a detailled description of NMR spectra of 13C2-labeled triazoles, isoxazoles and 3,6-di(pyridin-2-yl)pyridazine.

AB - 13C-Carbon is the most available source of carbon-13. It is a relatively inexpensive solid material, which can be easily converted to calcium carbide-13C2. In current work, Ca13C2 was used for in situ generation of 13C2-acetylene in 1,3-dipolar cycloaddition and [4+2] cycloaddition reaction. For the first time, 1H-1,2,3-triazoles-4,5-13C2 and isoxazoles-4,5-13C2 were synthesized using calcium carbide-13C2. A Diels-Alder type cycloaddition of 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine and Ca13C2 was investigated, and the best way for the synthesis of 3,6-di(pyridin-2-yl)pyridazine-4,5-13C2 was proposed for the first time. Here we perform a detailled description of NMR spectra of 13C2-labeled triazoles, isoxazoles and 3,6-di(pyridin-2-yl)pyridazine.

KW - Isotopic labeling

KW - Cycloaddion

KW - Click Chemistry

KW - sustainable chemistry

KW - Calcium carbide

UR - https://www.mendeley.com/catalogue/b5824728-5dfa-3d81-80be-6dc5232615d3/

U2 - 10.1002/cjoc.202300261

DO - 10.1002/cjoc.202300261

M3 - статья

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

SN - 1001-604X

ER -

ID: 106681479