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摘要 ：
Sodium sulfinates have been widely utilized as sulfonyl radical precursors for preparing a diverse array of value-added sulfur-containing compounds (sulfones, sulfonamides, sulfonates, thiosulfonates, etc.) through S-C, S-N, S-O and S-S bonds formation reactions. Organic electrosynthesis has become an attractive alternative to conventional methods for redox reactions because it utilizes electric current instead of chemical redox agents. As such, the electrochemical generation of sulfonyl radicals from sodium sulfinates and their applications in organic electrosynthesis have attracted much attention. In this review, the recent advances in the electrochemical sulfonylation of organic compounds involving sodium sulfinates as sulfonyl radical precursors since 2015 were reviewed, along with related reaction mechanisms.
关键词 ：
sulfur-containing compounds sulfur-containing compounds sodium sulfinates sodium sulfinates Organic electrochemistry Organic electrochemistry sulfonylation sulfonylation electrosynthesis electrosynthesis sulfonyl radicals sulfonyl radicals
引用：
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| GB/T 7714 | Liang, Sen , Gu, Jia-Xin , Zeng, Cheng-Chu . Recent Advances in Electrochemical Sulfonylation using Sodium Sulfinates as Sulfonyl Radical Precursors [J]. | CURRENT ORGANIC CHEMISTRY , 2024 , 28 (2) : 105-116 . |
| MLA | Liang, Sen 等. "Recent Advances in Electrochemical Sulfonylation using Sodium Sulfinates as Sulfonyl Radical Precursors" . | CURRENT ORGANIC CHEMISTRY 28 . 2 (2024) : 105-116 . |
| APA | Liang, Sen , Gu, Jia-Xin , Zeng, Cheng-Chu . Recent Advances in Electrochemical Sulfonylation using Sodium Sulfinates as Sulfonyl Radical Precursors . | CURRENT ORGANIC CHEMISTRY , 2024 , 28 (2) , 105-116 . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
We report here an electrophotoredox cerium-catalyzed ligand-to-metal-charge-transfer (LMCT) strategy to incorporate a broad range of primary, secondary and tertiary carboxylic acids into radical cyclization cascades under external oxidant-free conditions. This protocol provides a solution to address the challenges associated with alkylated benzimidazo-fused isoquinolinones synthesis. The high functional group compatibility was demonstrated by the tolerance of ester, carbonyl, amide, sulfonyl and hydroxyl groups. We report an electrophotoredox cerium-catalyzed LMCT strategy to incorporate carboxylic acids into radical cyclization cascades. This protocol provides a solution to address the challenges in alkylated benzimidazo-fused isoquinolinone synthesis.
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| GB/T 7714 | Wang, Meng , Wang, Dehui , Xu, Kun et al. Electrophotoredox cerium-catalyzed decarboxylative radical cyclization cascade for the synthesis of alkylated benzimidazo-fused isoquinolinones [J]. | CATALYSIS SCIENCE & TECHNOLOGY , 2024 , 14 (4) : 1037-1042 . |
| MLA | Wang, Meng et al. "Electrophotoredox cerium-catalyzed decarboxylative radical cyclization cascade for the synthesis of alkylated benzimidazo-fused isoquinolinones" . | CATALYSIS SCIENCE & TECHNOLOGY 14 . 4 (2024) : 1037-1042 . |
| APA | Wang, Meng , Wang, Dehui , Xu, Kun , Zeng, Chengchu . Electrophotoredox cerium-catalyzed decarboxylative radical cyclization cascade for the synthesis of alkylated benzimidazo-fused isoquinolinones . | CATALYSIS SCIENCE & TECHNOLOGY , 2024 , 14 (4) , 1037-1042 . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
A new electrochemical strategy for the atom transfer radical addition (ATRA) of polychloroalkanes across olefins has been realized by the synergism of paired electrolysis and halogen bonding activation. Notably, readily accessible 4,4-di-tert-butyl bipyridine (dtbpy), acting as a halogen bonding acceptor, shifted the reduction potential of C-Cl bonds positively by 110 mV. The decreased operating potential leads to a wide substrate scope and excellent functional group compatibility. A diverse array of terminal and internal alkenes such as (hetero)aryl olefins, unactive aliphatic olefins, and natural products and drugs-derived olefins were well compatible.
关键词 ：
Atom transfer radical addition Atom transfer radical addition Electrocatalysis Electrocatalysis Alkenes Alkenes Organohalides Organohalides Radical-polar crossover Radical-polar crossover
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| GB/T 7714 | Lian, Fei , Luo, Feixian , Wang, Meng et al. Electrochemical Atom Transfer Radical Addition of Polychloroalkanes to Olefins Promoted by 4,4-Di-tert-butyl Bipyridine [J]. | CHINESE JOURNAL OF CHEMISTRY , 2023 , 41 (13) : 1583-1588 . |
| MLA | Lian, Fei et al. "Electrochemical Atom Transfer Radical Addition of Polychloroalkanes to Olefins Promoted by 4,4-Di-tert-butyl Bipyridine" . | CHINESE JOURNAL OF CHEMISTRY 41 . 13 (2023) : 1583-1588 . |
| APA | Lian, Fei , Luo, Feixian , Wang, Meng , Xu, Kun , Zeng, Chengchu . Electrochemical Atom Transfer Radical Addition of Polychloroalkanes to Olefins Promoted by 4,4-Di-tert-butyl Bipyridine . | CHINESE JOURNAL OF CHEMISTRY , 2023 , 41 (13) , 1583-1588 . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
Reported herein is the design of a new catalytic paradigm by synergistically combining sequential paired electrosynthesis with halogen-bonding (XB) activation for the cyclization of organochlorides with olefins. This dual activation strategy enables rapid access to densely functionalized 2-alkylidene-tetrahydrofurans with exclusive Z-selectivities, which are challenging to be synthesized by other methods. 4,4'-Di-tert-butyl-2,2'-bipyridine (dtbbpy) showed an unprecedented reactivity as a XB acceptor to activate C-Cl bond by shifting its reduction potential positively by 220 mV. Distinctly different from previous electroreductions of C-Cl bonds relying upon high electrode potentials or matched redox properties between mediators and organochlorides, the XB activator employed herein has no limit on the abovementioned redox property matching but can lower the applied electrode potentials. The decreased operating potential allows broad functional group tolerance, which was highlighted by the late-stage functionalization of 11 examples of drugs and natural products-derived alkenes.
关键词 ：
cross-electrophile coupling cross-electrophile coupling paired electrolysis paired electrolysis electrochemistry electrochemistry electrocatalysis electrocatalysis
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| GB/T 7714 | Lian, Fei , Xu, Kun , Zeng, Chengchu . The synergism of sequential paired electrosynthesis with halogen bonding activation for the cyclization of organochlorides with olefins [J]. | SCIENCE CHINA-CHEMISTRY , 2023 , 66 (2) : 540-547 . |
| MLA | Lian, Fei et al. "The synergism of sequential paired electrosynthesis with halogen bonding activation for the cyclization of organochlorides with olefins" . | SCIENCE CHINA-CHEMISTRY 66 . 2 (2023) : 540-547 . |
| APA | Lian, Fei , Xu, Kun , Zeng, Chengchu . The synergism of sequential paired electrosynthesis with halogen bonding activation for the cyclization of organochlorides with olefins . | SCIENCE CHINA-CHEMISTRY , 2023 , 66 (2) , 540-547 . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
The Minisci alkylation of N-heteroarenes with unactivated alkanes under external oxidant-free conditions provides an economically attractive route to access alkylated N-heteroarenes but remains underdeveloped. Herein, a new electrophotocatalytic strategy to access alkyl radicals from strong C(sp(3))-H bonds was reported for the following Minisci alkylation reactions in the absence of chemical oxidants. This strategy realized the first example of cerium-catalyzed Minisci alkylation reaction directly from abundant unactivated alkanes with excellent atom economy. It is anticipated that the general design principle would enrich catalytic strategies to explore the functionalizations of strong C(sp(3))-H bonds under external oxidant-free conditions with H-2 evolution.
关键词 ：
electrophotocatalysis electrophotocatalysis cerium cerium electrosynthesis electrosynthesis Minisci reaction Minisci reaction alkylation alkylation
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| GB/T 7714 | Tan, Zhoumei , He, Xinrui , Xu, Kun et al. Electrophotocatalytic C-H Functionalization of N-Heteroarenes with Unactivated Alkanes under External Oxidant-Free Conditions [J]. | CHEMSUSCHEM , 2022 , 15 (6) . |
| MLA | Tan, Zhoumei et al. "Electrophotocatalytic C-H Functionalization of N-Heteroarenes with Unactivated Alkanes under External Oxidant-Free Conditions" . | CHEMSUSCHEM 15 . 6 (2022) . |
| APA | Tan, Zhoumei , He, Xinrui , Xu, Kun , Zeng, Chengchu . Electrophotocatalytic C-H Functionalization of N-Heteroarenes with Unactivated Alkanes under External Oxidant-Free Conditions . | CHEMSUSCHEM , 2022 , 15 (6) . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
一种间接电解合成对苯醌及其衍生物的方法属于电化学绿色合成领域。该方法主要以铁盐为电催化剂，水和二氯甲烷为溶剂，通过间接电氧化对苯二酚来制备。本发明所述的电化学合成对苯醌及其衍生物的方法收率可达到90％，所需反应设备便宜简单，收率可达到90％，并且水相可以循环使用。价格低廉，适合应用于工业化生产。
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| GB/T 7714 | 徐坤 , 何欣蕊 , 曾程初 . 一种间接电解合成对苯醌及其衍生物的方法 : CN202211410252.2[P]. | 2022-11-11 . |
| MLA | 徐坤 et al. "一种间接电解合成对苯醌及其衍生物的方法" : CN202211410252.2. | 2022-11-11 . |
| APA | 徐坤 , 何欣蕊 , 曾程初 . 一种间接电解合成对苯醌及其衍生物的方法 : CN202211410252.2. | 2022-11-11 . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
The organoselenium-catalyzed amination of alkenes is a promising way to construct functionalized amines. However, the use of chemical oxidants and the unavoidable formation of allylic amine or enamine are the two main limitations of these methodologies. Against this background, we herein report an electro-selenocatalytic regime for the hydroazolylation of alkenes with azoles under external oxidant-free conditions with low catalyst loadings. Moreover, this protocol enables the generation of amines without vinyl substituents.
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| GB/T 7714 | Tan, Zhoumei , Xiang, Fang , Xu, Kun et al. Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings [J]. | ORGANIC LETTERS , 2022 , 24 (29) : 5345-5350 . |
| MLA | Tan, Zhoumei et al. "Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings" . | ORGANIC LETTERS 24 . 29 (2022) : 5345-5350 . |
| APA | Tan, Zhoumei , Xiang, Fang , Xu, Kun , Zeng, Chengchu . Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings . | ORGANIC LETTERS , 2022 , 24 (29) , 5345-5350 . |
| 导入链接 | NoteExpress RIS BibTex |
摘要 ：
报道了一种以二硒醚为硒基来源, 8-氨基喹啉为导向基的铜催化空气氧化的苯甲酸衍生物邻位C(sp~2)—H键的硒化反应.该方法仅需空气作为氧化剂,避免了额外的化学氧化剂的使用,同时具有较好的底物普适性和官能团兼容性.
关键词 ：
铜催化 铜催化 8-氨基喹啉 8-氨基喹啉 C—H键活化 C—H键活化 二硒醚 二硒醚 硒化 硒化
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| GB/T 7714 | 孙名扬 , 徐坤 , 郭兵兵 et al. 空气氧化的铜催化苯甲酸衍生物邻位C(sp~2)—H键的硒化反应 [J]. | 有机化学 , 2021 , 41 (06) : 2302-2309 . |
| MLA | 孙名扬 et al. "空气氧化的铜催化苯甲酸衍生物邻位C(sp~2)—H键的硒化反应" . | 有机化学 41 . 06 (2021) : 2302-2309 . |
| APA | 孙名扬 , 徐坤 , 郭兵兵 , 曾程初 . 空气氧化的铜催化苯甲酸衍生物邻位C(sp~2)—H键的硒化反应 . | 有机化学 , 2021 , 41 (06) , 2302-2309 . |
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摘要 ：
Minisci反应是指亲核性的碳自由基与缺电子含氮芳杂环间发生的自由基取代反应,是构建新的碳-碳键的一种重要方法.另一方面,作为一种绿色合成的技术和手段,有机电合成近几年来再次受到人们的关注.介绍了近期电化学条件下Minisci反应的研究进展.
关键词 ：
Minisci反应 Minisci反应 光电化学 光电化学 有机电合成 有机电合成 氧化还原反应 氧化还原反应
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| GB/T 7714 | 孟薇 , 徐坤 , 郭兵兵 et al. 电化学条件下的Minisci反应研究进展 [J]. | 有机化学 , 2021 , 41 (07) : 2621-2635 . |
| MLA | 孟薇 et al. "电化学条件下的Minisci反应研究进展" . | 有机化学 41 . 07 (2021) : 2621-2635 . |
| APA | 孟薇 , 徐坤 , 郭兵兵 , 曾程初 . 电化学条件下的Minisci反应研究进展 . | 有机化学 , 2021 , 41 (07) , 2621-2635 . |
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摘要 ：
Organic electrosynthesis has been widely used as an environmentally conscious alternative to conventional methods for redox reactions because it utilizes electric current as a traceless redox agent instead of chemical redox agents. Indirect electrolysis employing a redox catalyst has received tremendous attention, since it provides various advantages compared to direct electrolysis. With indirect electrolysis, overpotential of electron transfer can be avoided, which is inherently milder, thus wide functional group tolerance can be achieved. Additionally, chemoselectivity, regioselectivity, and stereoselectivity can be tuned by the redox catalysts used in indirect electrolysis. Furthermore, electrode passivation can be avoided by preventing the formation of polymer films on the electrode surface. Common redox catalysts include N-oxyl radicals, hypervalent iodine species, halides, amines, benzoquinones (such as DDQ and tetrachlorobenzoquinone), and transition metals. In recent years, great progress has been made in the field of indirect organic electrosynthesis using transition metals as redox catalysts for reaction classes including C-H functionalization, radical cyclization, and cross-coupling of aryl halides-each owing to the diverse reactivity and accessible oxidation states of transition metals. Although various reviews of organic electrosynthesis are available, there is a lack of articles that focus on recent research progress in the area of indirect electrolysis using transition metals, which is the impetus for this review. (c) 2021 Science China Press. Published by Elsevier B.V. and Science China Press. All rights reserved.
关键词 ：
Redox catalyst Redox catalyst Organic electrosynthesis Organic electrosynthesis Indirect electrolysis Indirect electrolysis Electrocatalyst Electrocatalyst Transition metal Transition metal
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| GB/T 7714 | Ma, Cong , Fang, Ping , Liu, Zhao-Ran et al. Recent advances in organic electrosynthesis employing transition metal complexes as electrocatalysts [J]. | SCIENCE BULLETIN , 2021 , 66 (23) : 2412-2429 . |
| MLA | Ma, Cong et al. "Recent advances in organic electrosynthesis employing transition metal complexes as electrocatalysts" . | SCIENCE BULLETIN 66 . 23 (2021) : 2412-2429 . |
| APA | Ma, Cong , Fang, Ping , Liu, Zhao-Ran , Xu, Shi-Shuo , Xu, Kun , Cheng, Xu et al. Recent advances in organic electrosynthesis employing transition metal complexes as electrocatalysts . | SCIENCE BULLETIN , 2021 , 66 (23) , 2412-2429 . |
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