Catalyst-free Cleavage of Amide and C-O Double Bond for the Diastereoselective Synthesis of Trifluoromethyl-Containing Dihydrooxazole Derivatives
| Autor: | Lei Tang, Ying-Xian Li, Cheng Cheng, Guo Yang, Ji-Quan Zhang, Yonglong Zhao, Yang Yuanyong, Wei Feng |
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| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Reaction mechanism Trifluoromethyl Double bond 010405 organic chemistry Organic Chemistry 010402 general chemistry Cleavage (embryo) 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Amide Physical and Theoretical Chemistry Alkyl |
| Zdroj: | Organic letters. 21(7) |
| ISSN: | 1523-7052 |
| Popis: | A novel and efficient cascade method has been developed for the diastereoselective preparation of trifluoromethyl-containing dihydrooxazoles in high yields. The reaction was applicable to electron-deficient, electron-rich arenes, heteroarenes, and alkyl groups. Control experiments were conducted to explore the reaction mechanism and reveal that the byproduct formed in situ is the catalyst for this reaction and a tether derived from trifluoropyruvate is a key intermediate for this reaction. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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