Palladium-Catalyzed Controllable Reductive/Oxidative Heck Coupling between Cyclic Enones and Thiophenes via C–H Activation
| Autor: | Ning-Jing Wang, Zi-Ling Chen, Ze-Kai Zhao, Zhen-Kang Wen, Jianbin Chao, Li-Heng Feng |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Addition reaction
010405 organic chemistry Chemistry Ligand Organic Chemistry chemistry.chemical_element Keto–enol tautomerism 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound Heck reaction Furan Thiophene Physical and Theoretical Chemistry Palladium |
| Zdroj: | Organic Letters. 21:9545-9549 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b03721 |
| Popis: | Herein, we report a straightforward, environmentally friendly, and controllable palladium/ligand catalytic system to enable reductive/oxidative Heck reactions of cyclic enones with thiophene or furan derivatives via C-H activation. The key to this tunable reaction is the appropriate intercepting thienyl-Pd(II)-enolate during the enolization process. Such a controllable and economic protocol would not only provide efficient methods to construct various value-added β-heteroarylated cyclic ketones/enones but also shed light on developing other conjugate addition reactions via C-H activation. |
| Databáze: | OpenAIRE |
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