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Base-Promoted Selective Synthesis of Alkynyl Sulfides via C−S Bond Cleavage of Alkynyl Sulfonium Salts
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2024-04-09 , DOI: 10.1002/adsc.202400214
Jian Wen 1 , Ziyu Wang 1 , Mengke Su 1 , Hanmiao Xu 1 , Junqi Zhou 1
Affiliation  

An effective one‐pot approach has been devised for the selective synthesis of alkynyl sulfides through the cleavage of C−S bonds in alkynyl sulfonium salts. This method involves a base‐promoted nucleophilic ring‐opening and desulfurization pathway, enabling the efficient preparation of diverse alkynyl sulfide compounds. The reaction demonstrates excellent tolerance to various functional groups and proves applicable to the late‐stage functionalization of bioactive molecules and pharmaceuticals. Moreover, the practicality of this method has been underscored through scale‐up reaction and modification of alkynyl sulfide products.

中文翻译:

碱促进通过炔基锍盐的C-S键断裂选择性合成炔基硫醚

我们设计了一种有效的一锅法,通过裂解炔基锍盐中的 C-S 键来选择性合成炔基硫醚。该方法涉及碱促进的亲核开环和脱硫途径,能够有效制备多种炔基硫醚化合物。该反应对各种官能团表现出优异的耐受性,并证明适用于生物活性分子和药物的后期功能化。此外,通过放大反应和炔硫醚产品的改性,强调了该方法的实用性。
更新日期:2024-04-09
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