College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, China.
Chem Soc Rev. 2015 Jan 7;44(1):291-314. doi: 10.1039/c4cs00239c. Epub 2014 Oct 13.
The development of mild and general methods for C-S bond formation has received significant attention because the C-S bond is indispensable in many important biological and pharmaceutical compounds. Early examples for the synthesis of C-S bonds are generally limited to the condensation reaction between a metal thiolate and an organic halide. Recent chemical approaches for C-S bond formation, based upon direct C-H bond functionalization and decarboxylative reactions, not only provide new insights into the mechanistic understanding of C-S coupling reactions but also allow the synthesis of sulfur-containing compounds from more effective synthetic routes with high atom economy. This review intends to explore recent advances in C-S bond formation via C-H functionalization and decarboxylation, and the growing opportunities they present to the construction of complex chemical scaffolds for applications encompassing natural product synthesis, synthetic methodology development, and functional materials as well as nanotechnology.
C-S 键的形成的温和通用方法的发展受到了极大的关注,因为 C-S 键在许多重要的生物和药物化合物中是不可或缺的。早期合成 C-S 键的例子通常仅限于金属硫醇盐和有机卤化物之间的缩合反应。基于直接 C-H 键功能化和脱羧反应的最近的 C-S 键形成的化学方法不仅为 C-S 偶联反应的机理理解提供了新的见解,而且还允许通过具有高原子经济性的更有效的合成路线从硫化合物的合成。本文综述了通过 C-H 功能化和脱羧作用形成 C-S 键的最新进展,以及它们为构建复杂的化学支架提供的越来越多的机会,这些应用涵盖了天然产物合成、合成方法学发展以及功能材料和纳米技术。