Journal of Organic Chemistry

, том 86 , издание 10 , страницы 7218-7228

Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines.

Тип публикации: Journal Article

Дата публикации: 2021-05-07

American Chemical Society (ACS)

Journal of Organic Chemistry

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SJR: 0.737

CiteScore: 6.1

Impact factor: 3.6

ISSN: 00223263, 15206904

DOI: 10.1021/acs.joc.1c00558

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PubMed ID: 33961747

Organic Chemistry

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Gold(I)-catalyzed hetero-tetradehydro-Diels-Alder cycloaddition of enynamides and cyanamides comprises an efficient route to diversely substituted 2,6-diaminopyridines (28 examples; yields up to 99%). The reaction proceeds under very mild conditions (DCM, rt) with high functional group tolerance. The obtained 2,6-diaminopyridines represent a useful synthetic platform with an easily modulated substitution pattern for subsequent functionalizations of both the pyridine core and the N-substituents.

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Shcherbakov N. V. et al. Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines. // Journal of Organic Chemistry. 2021. Vol. 86. No. 10. pp. 7218-7228.

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Shcherbakov N. V., Darin D. V., Kukushkin V. Y., Dubovtsev A. Yu. Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines. // Journal of Organic Chemistry. 2021. Vol. 86. No. 10. pp. 7218-7228.

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TY - JOUR

DO - 10.1021/acs.joc.1c00558

UR - https://pubs.acs.org/doi/10.1021/acs.joc.1c00558

TI - Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines.

T2 - Journal of Organic Chemistry

AU - Shcherbakov, Nikolay V

AU - Darin, Dmitry V

AU - Kukushkin, Vadim Yu.

AU - Dubovtsev, Alexey Yu

PY - 2021

DA - 2021/05/07

PB - American Chemical Society (ACS)

SP - 7218-7228

IS - 10

VL - 86

PMID - 33961747

SN - 0022-3263

SN - 1520-6904

ER -

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@article{2021_Shcherbakov,

author = {Nikolay V Shcherbakov and Dmitry V Darin and Vadim Yu. Kukushkin and Alexey Yu Dubovtsev},

title = {Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines.},

journal = {Journal of Organic Chemistry},

year = {2021},

volume = {86},

publisher = {American Chemical Society (ACS)},

month = {may},

url = {https://pubs.acs.org/doi/10.1021/acs.joc.1c00558},

number = {10},

pages = {7218--7228},

doi = {10.1021/acs.joc.1c00558}

}

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Shcherbakov, Nikolay V., et al. “Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines..” Journal of Organic Chemistry, vol. 86, no. 10, May. 2021, pp. 7218-7228. https://pubs.acs.org/doi/10.1021/acs.joc.1c00558.