吡啶鎓1, 4‒两性离子硫醇盐在有机合成中的应用

doi:10.6023/cjoc202511005

摘要/Abstract

近年来,吡啶鎓1, 4‒两性离子硫醇盐及其喹啉鎓与异喹啉鎓类似物作为新型多功能合成子,在合成化学领域展现出广泛应用价值。该类化合物凭借优异的空气稳定性、无特殊气味以及易于制备与储存等优势,受到合成化学家的普遍关注。系统综述了该类化合物的研究进展,重点讨论其在有机转化中的应用,一方面可作为关键合成子参与[3+m]和[5+m]环合反应以构建杂环骨架;另一方面也可作为硫原子转移试剂将异腈转化为异硫氰酸酯。这些高选择性、多样化的反应模式,为精准合成结构多样的含氮和/或硫化合物提供了高效策略,展现了其在复杂分子合成中的巨大潜力。

关键词: 吡啶鎓1,4‒两性离子硫醇盐, 氮杂环分子, 硫杂环分子, 串联反应

Pyridinium 1, 4‒zwitterionic thiolates and their quinolinium/isoquinolinium analogs have recently emerged as novel multifunctional synthons with broad synthetic utility. These compounds have attracted wide synthetic interest for being air-stable, odorless, easy-to-handle and readily available. In this review, we summarize advances in pyridinium 1, 4‒zwitterionic thiolates and their quinolinium/isoquinolinium analogs for organic transformations: as key synthons for heterocycle construction via formal [3+m] and [5+m] annulations, and as sulfur-transfer reagent to convert isocyanides to isothiocyanates. These methods provide efficient access to diverse nitrogen- and/or sulfur-containing scaffolds, enabling efficient synthesis of structurally diverse molecules.

Key words: pyridinium 1,4‒zwitterionic thiolate, nitrogen-containing heterocycle, sulfur-containing heterocycle, cascade reaction

引用此文

王文博, 陈贵川, 王锦博, 赵阳, 王琪琳. 吡啶鎓1, 4‒两性离子硫醇盐在有机合成中的应用[J]. 有机化学, doi: 10.6023/cjoc202511005.

Wang Wenbo, Chen Guichuan, Wang Jinbo, Zhao Yang, Wang Qilin. Strategic Applications of Pyridinium 1, 4‒zwitterionic Thiolates in Organic Synthesis[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202511005.

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