芳香卤代物C—S偶联反应的研究进展
Research Progress in C—S Coupling Reactions of Aryl Halides
Received date: 2023-03-29
Revised date: 2023-05-31
Online published: 2023-06-26
含硫化合物在天然产物、药物、农药和材料中广泛存在, 具有多种生物活性或独特功能. C—S偶联反应是合成含硫化合物的重要方法, 是有机合成领域的研究热点之一. 随着对催化剂的深入开发和对含硫偶联反应物的不断扩展, 近年来涌现出大量的C—S偶联反应方法, 为含硫化合物的合成提供了便利. 芳香卤代烃是合成含硫化合物的主要底物, 通过设计不同的反应体系和含硫偶联反应物进行C—S偶联反应, 能够高效地合成硫酚、硫醚、二硫醚和砜等含硫化合物. 按照不同种类的含硫偶联反应物类型和催化剂种类(钯、铜和镍等)进行分类, 综述了近年来以芳香卤代烃为底物的C—S偶联反应, 并对代表性反应的机理做了简要说明和比较. 此外, 还对这一领域目前存在的问题和局限性进行简要分析, 并对未来发展方向提出展望.
秦思凝 . 芳香卤代物C—S偶联反应的研究进展[J]. 有机化学, 2023 , 43(11) : 3761 -3783 . DOI: 10.6023/cjoc202303042
Sulfur-containing compounds are widely found in natural products, pharmaceuticals, pesticides, and materials, possessing a variety of biological activities or unique functions. C—S coupling reaction is an important method for the synthesis of sulfur-containing compounds and is one of the hot spots in the field of organic synthesis. With the in-depth development of catalysts and the continuous expansion of sulfur-containing coupling partners, a large number of C—S coupling reactions have emerged in recent years, which greatly facilitate the synthesis of sulfur-containing compounds. Aryl halides are the main kind of substrates for the synthesis of sulfur-containing compounds. C—S coupling reactions of aryl halides and sulfur-containing coupling partners can efficiently afford sulfur-containing compounds, such as thiophenols, thioethers, disulfides and sulfones in different well-designed reaction systems. In this review, the C—S coupling reactions with aryl halides as substrates are reviewed according to the different types of sulfur-containing coupling partners and catalysts (palladium, copper, nickel, and others). The mechanisms of representative reactions are briefly described and compared. In addition, a brief analysis of the current situations and limitations in this field is given, and a prospect for future development is put forward.
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