Acenaphthoimidazolylidene Gold Complex-Catalyzed Alkylsulfonylation of Boronic Acids by Potassium Metabisulfite and Alkyl Halides: A Direct and Robust Protocol To Access Sulfones

Zhu Haibo; Shen Yajing; Deng Qinyue; Chen Jiangbo; Tu Tao

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Acenaphthoimidazolylidene Gold Complex-Catalyzed Alkylsulfonylation of Boronic Acids by Potassium Metabisulfite and Alkyl Halides: A Direct and Robust Protocol To Access Sulfones

机译：亚硫酸氢盐和烷基卤化物的硼酸丙烷烷基金复合催化硼酸的烷基磺酰化：直接和坚固的方案以获得核心

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A robust acenaphthoimidazolylidene gold complex is demonstrated as a highly efficient catalyst in the direct alkylsulfonylation of boronic acids. Remarkably, a wide range of highly reactive and unreactive C-electrophiles were well tolerated to produce various (hetero)aryl-alkyl, aryl-alkenyl, and alkenyl-alkyl sulfones in satisfactory yields with 5 mol % catalyst loading. Along with the steric properties of NHC ligands, the high catalytic activity of this gold complex suggests that the strong sigma-donation of acenaphthoimidazolylidene also played a role in promoting this challenging redox-neutral catalytic process.

机译：在硼酸的直接烷基磺酰化中，证明了一种稳健的亚苯二酚咪唑基金络合物作为高效催化剂。值得注意的是，耐受各种高反应性和不反应的C-Miellicle，以产生各种（杂）芳基 - 烷基，芳基 - 链烯基和烯基 - 烷基砜，其令人满意的产率为5mol％的催化剂负载。随着NHC配体的空间性质，该黄金复合物的高催化活性表明，硫代酰胺唑烷基的强度施氮也起到了促进该挑战性氧化还原中性催化过程的作用。

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来源
《ACS catalysis》 |2017年第7期|共5页
作者
Zhu Haibo; Shen Yajing; Deng Qinyue; Chen Jiangbo; Tu Tao;
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作者单位

Fudan Univ Dept Chem Shanghai Key Lab Mol Catalysis &

Innovat Mat Shanghai 200433 Peoples R China;

Fudan Univ Dept Chem Shanghai Key Lab Mol Catalysis &

Innovat Mat Shanghai 200433 Peoples R China;

Fudan Univ Dept Chem Shanghai Key Lab Mol Catalysis &

Innovat Mat Shanghai 200433 Peoples R China;

Fudan Univ Dept Chem Shanghai Key Lab Mol Catalysis &

Innovat Mat Shanghai 200433 Peoples R China;

Fudan Univ Dept Chem Shanghai Key Lab Mol Catalysis &

Innovat Mat Shanghai 200433 Peoples R China;

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原文格式 PDF
正文语种 eng
中图分类物理化学（理论化学）、化学物理学;
关键词
alkylsulfonylation; boronic acids; gold; N-heterocyclic carbene complexes; sulfones;

机译：烷基磺酰化;硼酸;金;N-杂环卡宾络合物;砜;

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1. Acenaphthoimidazolylidene Gold Complex-Catalyzed Alkylsulfonylation of Boronic Acids by Potassium Metabisulfite and Alkyl Halides: A Direct and Robust Protocol To Access Sulfones [J] . Zhu Haibo, Shen Yajing, Deng Qinyue, ACS catalysis . 2017,第7期

机译：亚硫酸氢盐和烷基卤化物的硼酸丙烷烷基金复合催化硼酸的烷基磺酰化：直接和坚固的方案以获得核心
2. Electrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters [J] . Bingbing Wang, Pan Peng, Wan Ma, Journal of the American Chemical Society . 2021,第33期

机译：烷基卤化物的电化学促进：快速，可伸缩的烷基硼酸酯
3. A novel and green protocol for two-carbon homologation: a direct amino acid/K2CO3-catalyzed four-component reaction of aldehydes, active methylenes, Hantzsch esters and alkyl halides [J] . Ramachary DB, Kishor M, Ramakumar K Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2006,第5期

机译：一种新颖且绿色的双碳协议：醛，活性亚甲基，Hantzsch酯和卤代烷的直接氨基酸/ K2CO3催化的四组分反应
4. Gold-Catalyzed Allylation of Aryl Boronic Acids: Accessing Cross-Coupling Reactivity with Gold [O] . Mark D. Levin, F. Dean Toste -1

机译：金催化的芳基硼酸的烯丙基化：获得与金的交叉偶联反应性
5. Domino 1,3-Dipolar Cycloadditions of N-Alkyl-α-Amino Esters with Paraformaldehyde: A Direct Access to α-Hydroxymethyl α-Amino Acids [O] . Castelló Moncayo, Luis Miguel, Nájera, Carmen, Sansano, Jose M. 2014

机译：N-烷基-α-氨基酯与多聚甲醛的多米诺1，3-偶极环加成反应：直接获得α-羟甲基α-氨基酸

Acenaphthoimidazolylidene Gold Complex-Catalyzed Alkylsulfonylation of Boronic Acids by Potassium Metabisulfite and Alkyl Halides: A Direct and Robust Protocol To Access Sulfones

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