TETRAHEDRON | 卷:74 |
Selective formation of heteroaryl thioethers via a phosphonium ion coupling reaction | |
Article | |
Anderson, Ryan G.1  Jett, Brianna M.1  McNally, Andrew1  | |
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA | |
关键词: Pyridines; Diazines; C-S bonds; Heteroaryl thioethers; Phosphonium salts; Late-stage functionalization; | |
DOI : 10.1016/j.tet.2017.12.040 | |
来源: Elsevier | |
【 摘 要 】
Heteroaryl thioethers, comprised of pyridines and diazines, are an important class of compounds with relevance to medicinal chemistry. Metal-catalyzed cross-couplings and SNAr reactions are traditionally used to form C-S bonds in these systems but are limited by available halogenated precursors. An alternative approach is presented where pyridines and diazines are transformed into heterocyclic phosphonium salts and then C-S bonds are formed by adding thiolate nucleophiles. The process is 4-selective for pyridines, simple to execute and can be used to make derivatives of complex pharmaceuticals. (C) 2017 Elsevier Ltd. All rights reserved.
【 授权许可】
Free
【 预 览 】
Files | Size | Format | View |
---|---|---|---|
10_1016_j_tet_2017_12_040.pdf | 659KB | download |