Copper-Catalyzed Oxyalkynylation of C–S Bonds in Thiiranes and Thiethanes with Hypervalent Iodine Reagents
| Autor: | Julien Borrel, Guillaume Pisella, Jerome Waser |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
episulfides
sulfides Iodide ring-opening reactions chemistry.chemical_element 010402 general chemistry Iodine 01 natural sciences Biochemistry efficient epoxides oxetanes Physical and Theoretical Chemistry thiols Indole test chemistry.chemical_classification alkynylation 010405 organic chemistry Organic Chemistry Hypervalent molecule Combinatorial chemistry 0104 chemical sciences indole Alkynylation chemistry Reagent derivatives Copper catalyzed |
| Zdroj: | Organic Letters. 22:422-427 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b04157 |
| Popis: | We report the oxyalkynylation of thiiranes and thietanes using ethynylbenziodoxolone reagents (EBXs) to readily access functionalized building blocks bearing an alkynyl, a benzoate, and an iodide group. The reaction proceeds with high atom efficiency most likely through an alkynyl-episulfonium intermediate. The transformation is copper-catalyzed and compatible with a large array of thiiranes and thietanes. |
| Databáze: | OpenAIRE |
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