Cu(OTf)_2-Catalyzed 1,2,3-triazole-ring-controlled selective phenolic O-H bond methylthiomethylation

Weigen Du; Wei Liu; Xinyuan Ma; Huiling Cheng; Yubo Jiang

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Cu(OTf)_2-Catalyzed 1,2,3-triazole-ring-controlled selective phenolic O-H bond methylthiomethylation

机译：Cu（OTF）_2催化的1,2,3-三唑环控制的选择性酚o-H键甲基噻吩甲基化

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摘要

Copper-catalyzed selective methylthiomethylation of 1,4-disubstituted 1,2,3-triazole phenols using DMSO as a methylthiomethylation reagent was achieved. Controlled by the triazole ring, the orthophenolic hydroxyl in N(1) aryl can be selectively methylthiomethylated, generating functionalized 1,4-disubstituted 1,2,3-triazoles bearing aryl methylthiomethyl ether fragment.

机译：实现了使用DMSO作为甲硫化甲基化试剂的1,4-二取代的1,2,3-三唑酚的铜催化的选择性甲硫甲基化。由三唑环控制，N（1）芳基的正苯基羟基可以选择性甲基化甲基化，产生官能化的1,4-二取代的1,2,3-三唑亚甲基甲基醚片段。

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来源
《Synthetic Communications》 |2019年第20期|共11页
作者
Weigen Du; Wei Liu; Xinyuan Ma; Huiling Cheng; Yubo Jiang;
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作者单位

Faculty of Science Kunming University of Science and Technology Kunming China;

School of Pharmacy Nantong University Nantong China;

Faculty of Science Kunming University of Science and Technology Kunming China;

Faculty of Science Kunming University of Science and Technology Kunming China;

Faculty of Science Kunming University of Science and Technology Kunming China;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
O-H methylthiomethylation; triazole-ring-controlled; N(1)-aryl ortho-selectivity; Cu(OTf)_2-catalyzed;

机译：O-H甲基噻吩甲基化;三唑环控制;N（1） - rγL邻型选择性;Cu（OTF）_2催化;

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专利

1. Cu(OTf)_2-Catalyzed 1,2,3-triazole-ring-controlled selective phenolic O-H bond methylthiomethylation [J] . Weigen Du, Wei Liu, Xinyuan Ma, Synthetic Communications . 2019,第17a20期

机译：Cu（OTF）_2催化的1,2,3-三唑环控制的选择性酚o-H键甲基噻吩甲基化
2. Cu(OTf)_2-catalyzed selective arene C-H bond hydroxylation and nitration with KNO_2 as an ambident O - And N-nucleophile via a Cu(II)-Cu(III)-Cu(I) mechanism [J] . Zhang H., Zhao L., Wang D.-X., Organic letters . 2013,第15期

机译：Cu（OTf）_2催化的选择性芳烃C-H键羟基化和硝化反应，通过K（II）-Cu（III）-Cu（I）机理以KNO_2为环境性O-和N-亲核体
3. Spiro(phosphoamidite) ligand (SIPHOS)/Cu(OTf)2-catalyzed highly regio-and stereo-selective hydroborations of internal alkynes with diborane in water [J] . Qing-Qing Xuan, Ya-Hui Wei, Qiu-Ling Song 中国化学快报（英文版） . 2017,第006期

机译：螺（磷酰胺）配体（SIPHOS）/ Cu（OTf）2催化内部炔烃与乙硼烷的高区域和立体选择性加氢硼化
4. Mode-selective O-H stretching relaxation in a hydrogen bond studied by ultrafast vibrational spectroscopy [C] . International conference on ultrafast phenomena topical meeting and tabletop exhibit . 2006

机译：在超快振动光谱学研究的氢键中伸展辐射的模式选择性O-H
5. Development of highly diastereoselective FeCl3 catalyzed prins and Friedel-Crafts cyclization and investigation of highly substituted tetrahydropyrans via Cu(OTf)2-bisphosphine olefin migration-prins cyclization. [D] . Keyes, Chad A. 2014

机译：高度非对映选择性的FeCl3催化蛋白的开发和Friedel-Crafts环化，以及通过Cu（OTf）2-双膦烯烃迁移-蛋白环化对高度取代的四氢吡喃的研究。
6. Synthesis of 124-Trisubstituted-(1H)-imidazolesthrough Cu(OTf)2-/I2-CatalyzedC–C Bond Cleavage of Chalcones and Benzylamines [O] . ChettiyanThodi F. Salfeena, Renjitha Jalaja, Rincy Davis, 2018

机译：124-三取代-（1H）-咪唑的合成通过Cu（OTf）2- / I2-催化查尔酮和苄胺的C–C键裂解
7. Zn(OTf)2-Catalyzed Cyclization of Proparyl Alcohols with Anilines, Phenols, and Amides for Synthesis of Indoles, Benzofurans, and Oxazoles through Different Annulation Mechanisms [O] . -1

机译：Zn（OTF）用苯胺，酚类和酰胺通过不同的附带机制合成吲哚，苯酚和酰胺的苯胺醇的2催化的醇醇环化

Cu(OTf)_2-Catalyzed 1,2,3-triazole-ring-controlled selective phenolic O-H bond methylthiomethylation

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