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硫醚的可持续合成研究进展与新兴技术

Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones.

机构信息

Department of Medicinal Chemistry, School of Pharmacy, Qingdao University Medical College, No.1 Ningde Road, 266073, Qingdao, P. R. China.

Department of Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Str. Geb. 54, D-67663, Kaiserslautern, Germany.

出版信息

ChemSusChem. 2021 Nov 19;14(22):4878-4902. doi: 10.1002/cssc.202101635. Epub 2021 Oct 13.

DOI:10.1002/cssc.202101635
PMID:34476903
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9292207/
Abstract

Sulfones play a pivotal role in modern organic chemistry. They are highly versatile building blocks and find various applications as drugs, agrochemicals, or functional materials. Therefore, sustainable access to this class of molecules is of great interest. Herein, the goal was to provide a summary on recent developments in the field of sustainable sulfone synthesis. Advances and existing limitations in traditional approaches towards sulfones were reviewed on selected examples. Furthermore, novel emerging technologies for a more sustainable sulfone synthesis and future directions were discussed.

摘要

砜类化合物在现代有机化学中起着至关重要的作用。它们是多功能的构建模块，在药物、农用化学品或功能材料等领域有广泛的应用。因此，可持续地获取这类分子具有重要意义。本文旨在综述可持续砜类化合物合成领域的最新进展。通过选择的实例，对传统砜类化合物合成方法的优缺点进行了回顾。此外，还讨论了新兴的可持续砜类化合物合成技术及未来的发展方向。

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ChemSusChem. 2025 Jun 17;18(12):e202500186. doi: 10.1002/cssc.202500186. Epub 2025 Apr 16.
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Hierarchically Porous Poly(aryl thioether)s Through Dynamic Linker Engineering for Thiyl Radical Photocatalysis.

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The fast and efficient KI/HO mediated 2-sulfonylation of indoles and -methylpyrrole in water.KI/HO在水中介导的吲哚和N-甲基吡咯的快速高效2-磺酰化反应。
RSC Adv. 2018 Dec 12;8(72):41651-41656. doi: 10.1039/c8ra09367a. eCollection 2018 Dec 7.
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FeO@BNPs@SiO-SOH as a highly chemoselective heterogeneous magnetic nanocatalyst for the oxidation of sulfides to sulfoxides or sulfones.FeO@BNPs@SiO-SOH作为一种用于将硫化物氧化为亚砜或砜的高化学选择性多相磁性纳米催化剂。
RSC Adv. 2019 Nov 6;9(62):36103-36112. doi: 10.1039/c9ra06221a. eCollection 2019 Nov 4.
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Organic-photoredox-catalyzed three-component sulfonylative pyridylation of styrenes.
通过动态连接体工程构建用于硫自由基光催化的分级多孔聚（芳基硫醚）
Small. 2025 Jul;21(27):e2501398. doi: 10.1002/smll.202501398. Epub 2025 Mar 3.
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Recent Advances in the Synthesis of Cyclic Sulfone Compounds with Potential Biological Activity.具有潜在生物活性的环状砜化合物合成的最新进展
Molecules. 2024 Dec 12;29(24):5868. doi: 10.3390/molecules29245868.
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I/DMSO-mediated oxidative C-C and C-heteroatom bond formation: a sustainable approach to chemical synthesis.碘/二甲基亚砜介导的氧化碳-碳和碳-杂原子键形成：一种化学合成的可持续方法。
RSC Adv. 2024 Feb 14;14(9):5817-5845. doi: 10.1039/d3ra08685b.
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Photoinduced Photocatalyst-Free Cascade Cyclization of Alkynes with Sodium Sulfinates for the Synthesis of Benzothiophenes and Thioflavones.光照诱导的炔烃与亚硫酸钠的无催化剂级联环化反应合成苯并噻吩和硫色酮。
Molecules. 2023 May 30;28(11):4436. doi: 10.3390/molecules28114436.
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Inexpensive and bench stable diarylmethylium tetrafluoroborates as organocatalysts in the light mediated hydrosulfonylation of unactivated alkenes.廉价且在室温下稳定的二芳基甲基四氟硼酸盐作为未活化烯烃光介导氢磺酰化反应中的有机催化剂。
Chem Sci. 2023 Feb 10;14(10):2721-2734. doi: 10.1039/d3sc00182b. eCollection 2023 Mar 8.
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Metal-free hydrosulfonylation of α,β-unsaturated ketones: synthesis and application of γ-keto sulfones.α,β-不饱和酮的无金属氢磺酰化反应：γ-酮砜的合成与应用
RSC Adv. 2022 Dec 13;12(55):35649-35654. doi: 10.1039/d2ra06784f. eCollection 2022 Dec 12.
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Rapid and Scalable Halosulfonylation of Strain-Release Reagents.应变释放试剂的快速规模化卤磺酰化反应。
Angew Chem Int Ed Engl. 2023 Jan 16;62(3):e202213508. doi: 10.1002/anie.202213508. Epub 2022 Nov 10.
有机光氧化还原催化的苯乙烯的三组分磺酰化吡啶化反应
RSC Adv. 2020 Dec 22;11(1):142-146. doi: 10.1039/d0ra10180j. eCollection 2020 Dec 21.
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Advances in photochemical and electrochemical incorporation of sulfur dioxide for the synthesis of value-added compounds.二氧化硫的光化学和电化学结合在合成增值化合物方面的进展。
Chem Commun (Camb). 2021 Aug 28;57(67):8236-8249. doi: 10.1039/d1cc03018c. Epub 2021 Jul 28.
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Oxidant- and Catalyst-Free Synthesis of Sulfonated Benzothiophenes via Electrooxidative Tandem Cyclization.无金属氧化剂和催化剂条件下通过电化学串联环化反应合成砜基苯并噻吩。
J Org Chem. 2021 Feb 5;86(3):2593-2601. doi: 10.1021/acs.joc.0c02679. Epub 2021 Jan 11.
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An update on the use of sulfinate derivatives as versatile coupling partners in organic chemistry.亚磺酸盐衍生物作为有机化学中多功能偶联试剂的最新进展。
Org Biomol Chem. 2020 Nov 25;18(45):9136-9159. doi: 10.1039/d0ob01718c.
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Directing-Group-Assisted C(sp)-H Arylsulfonylation from Sulfur Dioxide.二氧化硫介导的导向基团辅助的C(sp)-H芳基磺酰化反应
Org Lett. 2020 Sep 18;22(18):7094-7097. doi: 10.1021/acs.orglett.0c02400. Epub 2020 Aug 28.
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Electrochemically Enabled Sulfonylation of Alkynes with Sodium Sulfinates.电化学促进的炔烃与亚磺酸钠的磺酰化反应
Org Lett. 2020 Sep 4;22(17):6827-6831. doi: 10.1021/acs.orglett.0c02341. Epub 2020 Aug 19.
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Electrochemical Radical-Radical Cross-Coupling Approach between Sodium Sulfinates and 2-Indazoles to 3-Sulfonylated 2-Indazoles.电化学自由基-自由基交叉偶联法实现亚磺酸钠盐与 2-吲哚之间的反应，得到 3-磺酰化的 2-吲哚产物。
Org Lett. 2020 Aug 21;22(16):6319-6323. doi: 10.1021/acs.orglett.0c02144. Epub 2020 Aug 5.
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Photoredox Generation of Sulfonyl Radicals and Coupling with Electron Deficient Olefins.光氧化还原生成磺酰基自由基及其与缺电子烯烃的偶联反应
Org Lett. 2020 Aug 7;22(15):5746-5748. doi: 10.1021/acs.orglett.0c01730. Epub 2020 Jun 25.