Wang Ming-Chuan, Yang Xue-Ying, Zhou Jian-Feng, Zhang Wan-Xuan, Li Bin-Jie
College of Chemistry and Chemical Engineering, Hubei University, Wuhan 430062, People's Republic of China.
Chem Commun (Camb). 2024 Jun 25;60(52):6671-6674. doi: 10.1039/d4cc01326c.
Thioesters are a common class of biologically active fragments and synthetically useful building blocks. An attractive synthetic approach would be to use simple and bench-stable carboxylic acids as a coupling partner. Herein, we present a 4-bromo pyridine-borane complex as a catalyst for the direct coupling of carboxylic acids with thiols. A wide range of thioesters with good functional group compatibility could be prepared this metal-free approach. The merit of this strategy is exemplified by the modification of carboxylic acid-containing drugs.
硫酯是一类常见的生物活性片段和具有合成用途的结构单元。一种有吸引力的合成方法是使用简单且易于保存的羧酸作为偶联伙伴。在此，我们展示了一种4-溴吡啶-硼烷配合物作为羧酸与硫醇直接偶联的催化剂。通过这种无金属方法可以制备出具有良好官能团兼容性的多种硫酯。含羧酸药物的修饰例证了该策略的优点。
