Tetrahedron Letters

, том 55 , издание 10 , страницы 1677-1681

Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile

Тип публикации: Journal Article

Дата публикации: 2014-03-01

Elsevier

Tetrahedron Letters

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SJR: 0.334

CiteScore: 3.2

Impact factor: 1.5

ISSN: 00404039, 18733581

DOI: 10.1016/j.tetlet.2013.09.050

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Organic Chemistry

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We reported a ligand- and additive-free Cu(OAc)2/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a broad range of primary and secondary benzylic alcohols, primary and secondary 1-heteroaryl alcohols, cinnamyl alcohols, and aliphatic alcohols to the corresponding aldehydes and ketones. This ambient temperature oxidation protocol is of practical features like aqueous acetonitrile as solvent, ambient air as the terminal oxidant, and low catalyst loading, presenting a potential value in terms of both economical and environmental considerations. Based on the experimental observations, a plausible reaction mechanism was proposed.

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Jiang J. A. et al. Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile // Tetrahedron Letters. 2014. Vol. 55. No. 10. pp. 1677-1681.

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Jiang J. A., Du J. L., Wang Z. G., Zhang Z. N., Xu X., Zheng G. L., Ji Y. Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile // Tetrahedron Letters. 2014. Vol. 55. No. 10. pp. 1677-1681.

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TY - JOUR

DO - 10.1016/j.tetlet.2013.09.050

UR - https://doi.org/10.1016/j.tetlet.2013.09.050

TI - Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile

T2 - Tetrahedron Letters

AU - Jiang, Jian An

AU - Du, Jia Lei

AU - Wang, Zhan Guo

AU - Zhang, Zhong Nan

AU - Xu, Xi

AU - Zheng, Gan Lin

AU - Ji, Yafei

PY - 2014

DA - 2014/03/01

PB - Elsevier

SP - 1677-1681

IS - 10

VL - 55

SN - 0040-4039

SN - 1873-3581

ER -

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@article{2014_Jiang,

author = {Jian An Jiang and Jia Lei Du and Zhan Guo Wang and Zhong Nan Zhang and Xi Xu and Gan Lin Zheng and Yafei Ji},

title = {Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile},

journal = {Tetrahedron Letters},

year = {2014},

volume = {55},

publisher = {Elsevier},

month = {mar},

url = {https://doi.org/10.1016/j.tetlet.2013.09.050},

number = {10},

pages = {1677--1681},

doi = {10.1016/j.tetlet.2013.09.050}

}

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Jiang, Jian An, et al. “Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile.” Tetrahedron Letters, vol. 55, no. 10, Mar. 2014, pp. 1677-1681. https://doi.org/10.1016/j.tetlet.2013.09.050.