Advanced Synthesis and Catalysis

, том 364 , издание 15 , страницы 2606-2612

Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions

Тип публикации: Journal Article

Дата публикации: 2022-07-06

Wiley

Advanced Synthesis and Catalysis

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SJR: 0.93

CiteScore: 8

Impact factor: 4

ISSN: 16154150, 16154169

DOI: 10.1002/adsc.202200420

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Catalysis

Organic Chemistry

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Acylation of nitroalkylmalonates was found to yield substituted isoxazoline derivatives. This redox‐neutral transformation has a wide substrate scope and produces target products with yields up to 92%. Various substituents (aryl, alkyl, and ester) at the C3 and C4 positions of the resulting isoxazolines were also tolerated. A quick assembly of the isoxazoline ring starting from nitroalkenes and malonates was successfully developed. Control experiments showed that the intramolecular ring closure is the most likely key mechanistic step. Subsequent transformations into pyrrolidine and furane derivatives demonstrated the synthetic utility of the obtained products.

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Antonova Y. A. et al. Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions // Advanced Synthesis and Catalysis. 2022. Vol. 364. No. 15. pp. 2606-2612.

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Antonova Y. A., Nelyubina Y. V., Ioffe S. L., Sukhorukov A. Yu., Tabolin A. A. Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions // Advanced Synthesis and Catalysis. 2022. Vol. 364. No. 15. pp. 2606-2612.

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TY - JOUR

DO - 10.1002/adsc.202200420

UR - https://onlinelibrary.wiley.com/doi/10.1002/adsc.202200420

TI - Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions

T2 - Advanced Synthesis and Catalysis

AU - Antonova, Yulia A

AU - Nelyubina, Yulia V.

AU - Ioffe, Sema L

AU - Sukhorukov, Alexey Yu

AU - Tabolin, Andrey A

PY - 2022

DA - 2022/07/06

PB - Wiley

SP - 2606-2612

IS - 15

VL - 364

SN - 1615-4150

SN - 1615-4169

ER -

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@article{2022_Antonova,

author = {Yulia A Antonova and Yulia V. Nelyubina and Sema L Ioffe and Alexey Yu Sukhorukov and Andrey A Tabolin},

title = {Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions},

journal = {Advanced Synthesis and Catalysis},

year = {2022},

volume = {364},

publisher = {Wiley},

month = {jul},

url = {https://onlinelibrary.wiley.com/doi/10.1002/adsc.202200420},

number = {15},

pages = {2606--2612},

doi = {10.1002/adsc.202200420}

}

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Antonova, Yulia A., et al. “Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions.” Advanced Synthesis and Catalysis, vol. 364, no. 15, Jul. 2022, pp. 2606-2612. https://onlinelibrary.wiley.com/doi/10.1002/adsc.202200420.