Zhou Junqi, Wang Ziyu, Xu Hanmiao, Su Mengke, Wen Jian
School of Life Sciences and Health Engineering, Jiangnan University, Wuxi, Jiangsu, 214122, People's Republic of China.
Org Biomol Chem. 2024 Apr 17;22(15):2953-2957. doi: 10.1039/d4ob00203b.
An efficient method for the synthesis of alkynyl sulfides a C(sp)-S bond cleavage of α-bromostyrene sulfonium salts has been developed. This base-promoted nucleophilic ring-opening pathway allows the preparation of diverse alkynyl sulfide compounds using tetramethylene sulfoxide as the sulfur source. The reaction proceeds with good functional group tolerance and could be applied to the late-stage functionalization of bioactive molecules and drugs. Furthermore, the synthetic utility of this method was demonstrated by a one-pot synthesis, scale-up reaction and further modification of various alkynyl sulfide products.
已开发出一种高效合成炔基硫醚的方法，即α-溴苯乙烯锍盐的C(sp)-S键裂解。这种碱促进的亲核开环途径允许使用四亚甲基亚砜作为硫源来制备各种炔基硫醚化合物。该反应具有良好的官能团耐受性，可应用于生物活性分子和药物的后期官能团化。此外，通过一锅法合成、放大反应以及对各种炔基硫醚产物的进一步修饰，证明了该方法的合成实用性。
