摘要/Abstract

烯烃是重要的合成子, 其简洁高效的合成转化一直是有机合成领域的研究热点. 近年来, 基于烯烃骨架的C—S键成键反应特别受科学家的关注. 烯烃可以与常见的有机含硫试剂(包括硫醇或硫酚、二硫醚、亚砜、磺酰肼、磺酰氯和亚磺酸钠等)反应, 在烯烃的 α-位或者 β-位构筑C—S键来合成硫醚、亚砜或砜类化合物. 鉴于此, 以有机硫试剂的种类为分类依据, 综述了近年来非光催化与电化学体系下有机硫试剂参与的烯烃构建C—S反应的相关研究. 展望未来, 在烯烃与有机硫试剂的C—S成键反应研究中, 双官能团化反应和不对称催化合成具有较好的应用前景.
关键词: 烯烃, C—S键构建, 硫醇, 亚磺酸钠, 芳基乙烯, 硫醚化反应, 双官能团化反应
Olefin is an important synthetic synthon, and its concise and efficient transformation has been a research hotspot in the field of organic synthesis. In recent years, the C—S bond formation based on the olefin skeleton has received particular attention from scientists. Alkenes can react with common organic sulfur-containing reagents, including thiol, disulfide, sulfoxide, sulfonyl hydrazide, sulfonyl chloride, sodium sulfinate and other kinds of organosulfur reagents to build C—S bonds at the α-position or β-position of olefin to synthesize sulfide, sulfoxide or sulfone. Thus, according to the different classification of the used organosulfur reagents, the recent research progresses in C—S bond formation reaction of olefins with organic sulfur reagents under photocatalyst-free conditions and non-electrochemical method is summarized. In the future, among the researches on the C—S bond formation reactions of olefins with inexpensive organosulfur reagents, asymmetrical synthesis and various difunctionalizations are still promising directions.
Key words: alkene, C—S bond formation reaction, thiol, sodium sulfinate, aryl ethylene, thioetherification, difunctionalization


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