: NBu4NOTf-promoted radical self-hydrogen transferring isomerization under transition metal-free conditions

Hong Xing Zheng; Chuan Zhi Yao; Jian Ping Qu; Yan Biao Kang

doi:10.1039/c7qo01138e

^{: N}Bu₄NOTf-promoted radical self-hydrogen transferring isomerization under transition metal-free conditions

Hong Xing Zheng, Chuan Zhi Yao, Jian Ping Qu, Yan Biao Kang

School of Chemistry and Moleculai Engineering

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

We report the first allylic isomerization of alcohols catalyzed by ⁿBu₄NOTf generated in situ from tetrabutylammonium triflate and potassium tert-butoxide. Substituted ketones could be prepared under mild conditions in good to excellent yields. The relationship between catalysts and their reactivity has been investigated by systematic kinetic studies. The radical nature of this isomerization reaction has also been confirmed.

Original language	English
Pages (from-to)	1213-1216
Number of pages	4
Journal	Organic Chemistry Frontiers
Volume	5
Issue number	7
DOIs	https://doi.org/10.1039/c7qo01138e
State	Published - 7 Apr 2018

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abstract = "We report the first allylic isomerization of alcohols catalyzed by nBu4NOTf generated in situ from tetrabutylammonium triflate and potassium tert-butoxide. Substituted ketones could be prepared under mild conditions in good to excellent yields. The relationship between catalysts and their reactivity has been investigated by systematic kinetic studies. The radical nature of this isomerization reaction has also been confirmed.",

author = "Zheng, {Hong Xing} and Yao, {Chuan Zhi} and Qu, {Jian Ping} and Kang, {Yan Biao}",

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AU - Zheng, Hong Xing

AU - Yao, Chuan Zhi

AU - Qu, Jian Ping

AU - Kang, Yan Biao

PY - 2018/4/7

Y1 - 2018/4/7

N2 - We report the first allylic isomerization of alcohols catalyzed by nBu4NOTf generated in situ from tetrabutylammonium triflate and potassium tert-butoxide. Substituted ketones could be prepared under mild conditions in good to excellent yields. The relationship between catalysts and their reactivity has been investigated by systematic kinetic studies. The radical nature of this isomerization reaction has also been confirmed.

AB - We report the first allylic isomerization of alcohols catalyzed by nBu4NOTf generated in situ from tetrabutylammonium triflate and potassium tert-butoxide. Substituted ketones could be prepared under mild conditions in good to excellent yields. The relationship between catalysts and their reactivity has been investigated by systematic kinetic studies. The radical nature of this isomerization reaction has also been confirmed.

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U2 - 10.1039/c7qo01138e

DO - 10.1039/c7qo01138e

M3 - 文章

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SN - 2052-4110

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SP - 1213

EP - 1216

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

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ER -

^{: N}Bu₄NOTf-promoted radical self-hydrogen transferring isomerization under transition metal-free conditions

Abstract

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