Standard

Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones. / Васильченко, Дмитрий Сергеевич; Агафонова, Анастасия Викторовна; Симдянов, Иван Владимирович; Коронатов, Александр Николаевич; Сахаров, Павел Алексеевич; Романенко, Илья Алексеевич; Ростовский, Николай Витальевич; Хлебников, Александр Феодосиевич; Новиков, Михаил Сергеевич.

в: Tetrahedron Letters, Том 123, 154580, 01.06.2023.

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

Harvard

Васильченко, ДС, Агафонова, АВ, Симдянов, ИВ, Коронатов, АН, Сахаров, ПА, Романенко, ИА, Ростовский, НВ, Хлебников, АФ & Новиков, МС 2023, 'Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones', Tetrahedron Letters, Том. 123, 154580. https://doi.org/10.1016/j.tetlet.2023.154580

APA

Васильченко, Д. С., Агафонова, А. В., Симдянов, И. В., Коронатов, А. Н., Сахаров, П. А., Романенко, И. А., Ростовский, Н. В., Хлебников, А. Ф., & Новиков, М. С. (2023). Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones. Tetrahedron Letters, 123, [154580]. https://doi.org/10.1016/j.tetlet.2023.154580

Vancouver

Васильченко ДС, Агафонова АВ, Симдянов ИВ, Коронатов АН, Сахаров ПА, Романенко ИА и пр. Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones. Tetrahedron Letters. 2023 Июнь 1;123. 154580. https://doi.org/10.1016/j.tetlet.2023.154580

Author

Васильченко, Дмитрий Сергеевич ; Агафонова, Анастасия Викторовна ; Симдянов, Иван Владимирович ; Коронатов, Александр Николаевич ; Сахаров, Павел Алексеевич ; Романенко, Илья Алексеевич ; Ростовский, Николай Витальевич ; Хлебников, Александр Феодосиевич ; Новиков, Михаил Сергеевич. / Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones. в: Tetrahedron Letters. 2023 ; Том 123.

BibTeX

@article{b4ca235e44f54921a100296ec81846c0,
title = "Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones",
abstract = "An atom-economy, two-step synthesis of 2H-1,2,3-triazole-4-carboxylic acids from 3-arylisoxazol-5(4H)-ones and arenediazonium tetrafluoroborates is described. The formation of the 1,2,3-triazole ring is achieved by the [Ru(p-cymene)Cl2]2-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones which are resulted from the diazo coupling. The advantages of the method include the available starting compounds and the ability to purify target acids without the use of chromatography.",
keywords = "1,2,3-Triazoles, ABAHBLOKZBEGBT-UHFFFAOYSA-N, AUONRNVKEXQZBY-UHFFFAOYSA-N, CEDDDQBSKUEFPP-UHFFFAOYSA-N, CNXYTBIHSQCZNG-SDXDJHTJSA-N, CUXVSEFXHBDZQP-UHFFFAOYSA-N, CZMJKEREWSLKBL-MNDPQUGUSA-N, DJUHKPMGQHPZCA-UHFFFAOYSA-N, DQTIIPBNJLLVDX-CYVLTUHYSA-N, Diazonium salts, GEWOOXCSEFKQIJ-UZYVYHOESA-N, GGLTUNDWVHAUIC-UZYVYHOESA-N, HFBJGLSGCFBHOI-JXAWBTAJSA-N, HKTFFGJVBLHVKF-UHFFFAOYSA-N, IHTXNZFCMVEHSP-UHFFFAOYSA-N, Isoxazol-5(4H)-ones, JPGSJJBLJDFFAP-UHFFFAOYSA-N, JZWUFZQAOBGHRI-UHFFFAOYSA-N, KFVWDPFNMFQTFS-SDXDJHTJSA-N, KIAYDBIPIZQRSL-UHFFFAOYSA-N, KMHLXXIPLVJVDB-GDNBJRDFSA-N, MDVMZMGMFCQXAF-UHFFFAOYSA-N, MHAZSBFLBXQVRH-SDXDJHTJSA-N, NWJOASUIEHPISH-SDXDJHTJSA-N, OIVTYLMKQIAQRQ-UHFFFAOYSA-N, OSBCNWDACZIATJ-UHFFFAOYSA-N, PFLDGODQVWHAQY-UHFFFAOYSA-N, PNHXAJNTNIEJHN-VKAVYKQESA-N, PXZXKVWYMZHYOZ-JXAWBTAJSA-N, QBSCKFWLGRISJO-UHFFFAOYSA-N, QLASDNDYVDZTMF-SDXDJHTJSA-N, QMAHXWFTPWARDH-UHFFFAOYSA-N, QRWGBLHVPIFIPF-QINSGFPZSA-N, QSMKGPIJSTVTQG-SDXDJHTJSA-N, Rearrangements, Ruthenium catalysis, SIMOIOJZLFGSNU-JXAWBTAJSA-N, SLNNIGHIOHEETB-VKAVYKQESA-N, SLNVRWPKEOEYAM-UHFFFAOYSA-N, UEDHZDWXGIRKGM-VKAVYKQESA-N, UGVKNGPEBBUVCQ-APBNVXTGSA-N, UIXATLFYVHXTBC-UHFFFAOYSA-N, UVUCLVYLTXXIPT-JXAWBTAJSA-N, VBHUVEXBWHTVBK-UHFFFAOYSA-N, XCWMTHPNRUOCIK-UHFFFAOYSA-N, XJLYPZAFOFWKIT-UHFFFAOYSA-N, XLKZYPNWLNZYAV-UHFFFAOYSA-N",
author = "Васильченко, {Дмитрий Сергеевич} and Агафонова, {Анастасия Викторовна} and Симдянов, {Иван Владимирович} and Коронатов, {Александр Николаевич} and Сахаров, {Павел Алексеевич} and Романенко, {Илья Алексеевич} and Ростовский, {Николай Витальевич} and Хлебников, {Александр Феодосиевич} and Новиков, {Михаил Сергеевич}",
year = "2023",
month = jun,
day = "1",
doi = "10.1016/j.tetlet.2023.154580",
language = "English",
volume = "123",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones

AU - Васильченко, Дмитрий Сергеевич

AU - Агафонова, Анастасия Викторовна

AU - Симдянов, Иван Владимирович

AU - Коронатов, Александр Николаевич

AU - Сахаров, Павел Алексеевич

AU - Романенко, Илья Алексеевич

AU - Ростовский, Николай Витальевич

AU - Хлебников, Александр Феодосиевич

AU - Новиков, Михаил Сергеевич

PY - 2023/6/1

Y1 - 2023/6/1

N2 - An atom-economy, two-step synthesis of 2H-1,2,3-triazole-4-carboxylic acids from 3-arylisoxazol-5(4H)-ones and arenediazonium tetrafluoroborates is described. The formation of the 1,2,3-triazole ring is achieved by the [Ru(p-cymene)Cl2]2-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones which are resulted from the diazo coupling. The advantages of the method include the available starting compounds and the ability to purify target acids without the use of chromatography.

AB - An atom-economy, two-step synthesis of 2H-1,2,3-triazole-4-carboxylic acids from 3-arylisoxazol-5(4H)-ones and arenediazonium tetrafluoroborates is described. The formation of the 1,2,3-triazole ring is achieved by the [Ru(p-cymene)Cl2]2-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones which are resulted from the diazo coupling. The advantages of the method include the available starting compounds and the ability to purify target acids without the use of chromatography.

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KW - AUONRNVKEXQZBY-UHFFFAOYSA-N

KW - CEDDDQBSKUEFPP-UHFFFAOYSA-N

KW - CNXYTBIHSQCZNG-SDXDJHTJSA-N

KW - CUXVSEFXHBDZQP-UHFFFAOYSA-N

KW - CZMJKEREWSLKBL-MNDPQUGUSA-N

KW - DJUHKPMGQHPZCA-UHFFFAOYSA-N

KW - DQTIIPBNJLLVDX-CYVLTUHYSA-N

KW - Diazonium salts

KW - GEWOOXCSEFKQIJ-UZYVYHOESA-N

KW - GGLTUNDWVHAUIC-UZYVYHOESA-N

KW - HFBJGLSGCFBHOI-JXAWBTAJSA-N

KW - HKTFFGJVBLHVKF-UHFFFAOYSA-N

KW - IHTXNZFCMVEHSP-UHFFFAOYSA-N

KW - Isoxazol-5(4H)-ones

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KW - JZWUFZQAOBGHRI-UHFFFAOYSA-N

KW - KFVWDPFNMFQTFS-SDXDJHTJSA-N

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KW - KMHLXXIPLVJVDB-GDNBJRDFSA-N

KW - MDVMZMGMFCQXAF-UHFFFAOYSA-N

KW - MHAZSBFLBXQVRH-SDXDJHTJSA-N

KW - NWJOASUIEHPISH-SDXDJHTJSA-N

KW - OIVTYLMKQIAQRQ-UHFFFAOYSA-N

KW - OSBCNWDACZIATJ-UHFFFAOYSA-N

KW - PFLDGODQVWHAQY-UHFFFAOYSA-N

KW - PNHXAJNTNIEJHN-VKAVYKQESA-N

KW - PXZXKVWYMZHYOZ-JXAWBTAJSA-N

KW - QBSCKFWLGRISJO-UHFFFAOYSA-N

KW - QLASDNDYVDZTMF-SDXDJHTJSA-N

KW - QMAHXWFTPWARDH-UHFFFAOYSA-N

KW - QRWGBLHVPIFIPF-QINSGFPZSA-N

KW - QSMKGPIJSTVTQG-SDXDJHTJSA-N

KW - Rearrangements

KW - Ruthenium catalysis

KW - SIMOIOJZLFGSNU-JXAWBTAJSA-N

KW - SLNNIGHIOHEETB-VKAVYKQESA-N

KW - SLNVRWPKEOEYAM-UHFFFAOYSA-N

KW - UEDHZDWXGIRKGM-VKAVYKQESA-N

KW - UGVKNGPEBBUVCQ-APBNVXTGSA-N

KW - UIXATLFYVHXTBC-UHFFFAOYSA-N

KW - UVUCLVYLTXXIPT-JXAWBTAJSA-N

KW - VBHUVEXBWHTVBK-UHFFFAOYSA-N

KW - XCWMTHPNRUOCIK-UHFFFAOYSA-N

KW - XJLYPZAFOFWKIT-UHFFFAOYSA-N

KW - XLKZYPNWLNZYAV-UHFFFAOYSA-N

UR - https://www.mendeley.com/catalogue/447b6bef-5dcc-341a-8b4d-78eabc536e9d/

U2 - 10.1016/j.tetlet.2023.154580

DO - 10.1016/j.tetlet.2023.154580

M3 - Article

VL - 123

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

M1 - 154580

ER -

ID: 108363051