NHC-catalyzed one-pot oxidation and oxidative esterification of allylic alcohols using TEMPO: the effect of alcohol additives

Kang Ye-Won; Jang Hye-Young

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NHC-catalyzed one-pot oxidation and oxidative esterification of allylic alcohols using TEMPO: the effect of alcohol additives

机译：使用TEMPO的NHC催化烯丙基醇的一锅氧化和氧化酯化反应：醇添加剂的作用

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A combination of N-heterocyclic carbene (NHC) catalysts and 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) was proposed for the synthesis of allylic esters from allylic alcohols. The yield of one-pot conversion of allylic alcohols to esters increased when hexafluoroisopropanol (HFIP) was used. The effect of HFIP in this tandem reaction was investigated by monitoring the reaction using gas chromatographic analysis. Control experiments using oxoammonium showed that the oxidative esterification occurred via a single-electron transfer mechanism.

机译：N-杂环卡宾（NHC）催化剂和2,2,6,6-四甲基哌啶-N-氧基（TEMPO）的组合提出了从烯丙基醇合成烯丙基酯的建议。当使用六氟异丙醇（HFIP）时，一锅法将烯丙醇转化为酯的产率增加。通过使用气相色谱分析监测反应，研究了HFIP在串联反应中的作用。使用氧铵的对照实验表明，氧化酯化是通过单电子转移机理发生的。

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《RSC Advances》 |2014年第84期|共5页
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Kang Ye-Won; Jang Hye-Young;
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1. NHC-catalyzed one-pot oxidation and oxidative esterification of allylic alcohols using TEMPO: the effect of alcohol additives [J] . Kang Ye-Won, Jang Hye-Young RSC Advances . 2014,第84期

机译：使用TEMPO的NHC催化烯丙基醇的一锅氧化和氧化酯化反应：醇添加剂的作用
2. Ruthenium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols [J] . Di Zhang, Changduo Pan Catalysis Communications . 2012,第Null期

机译：钌/ NHC催化的串联苯甲基氧化/苯甲醇与酚的氧化酯化反应
3. Palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols [J] . Luo F., Pan C., Cheng J., Tetrahedron . 2011,第33期

机译：钯/ NHC催化的串联苯甲基氧化/苯甲醇与酚的氧化酯化反应
4. Dinuclear Peroxotungstate-catalyzed Epoxidation of Allylic Alcohols with Hydrogen Peroxide in Water [C] . Keieo Kamata, Kazuya Yamaguchi, Shiro Hikichi, Symposium on Organometallic Chemistry . 2004

机译：二核上氧化钨酸盐催化的烯丙基醇与水中过氧化氢的氧化醇
5. Elucidating the mechanisms of copper-catalyzed aerobic transformations: From oxidative coupling of boronic acids and nucleophiles to copper/tempo-catalyzed alcohol oxidation. [D] . Ryland, Bradford L. 2013

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6. A Multifunctional Au/CeO2-Mg(OH)2 Catalyst for One-Pot Aerobic Oxidative Esterification of Aldehydes with Alcohols to Alkyl Esters [O] . Seulgi Lim, Seungdon Kwon, Nagyeong Kim, 2021

机译：一种多功能Au / CeO2-mg（OH）2醛与醇与烷基酯的醛的一锅有氧氧化酯化催化剂
7. Stereoselective Epoxidation of Allylic Alcohols and Dehydrogenative Oxidation of Secondary Alcohols by Means oft-Butyl Hydroperoxide and Aluminium Reagents [O] . Kazuhiko Takai, Koichiro Oshima, Hitosi Nozaki 1983

机译：用氢过氧化铝和铝试剂对烯丙基醇的立体选择性环氧化烯丙基醇和副醇脱氢氧化

NHC-catalyzed one-pot oxidation and oxidative esterification of allylic alcohols using TEMPO: the effect of alcohol additives

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