Oxidative α-Trichloromethylation of Tertiary Amines: An Entry to α-Amino Acid Esters
| Autor: | Yongchang Wang, Changming Xu, Li Zhao, Bin Gao, Zhaobin Zhu, Wen-Kui Dong, Zhiguo Jing |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Carboxylic acid Organic Chemistry Oxidative phosphorylation Cyanation 010402 general chemistry 01 natural sciences Silane 0104 chemical sciences Amino acid chemistry.chemical_compound Organic chemistry Oxidative coupling of methane |
| Zdroj: | The Journal of organic chemistry. 84(4) |
| ISSN: | 1520-6904 |
| Popis: | α-Trichloromethylation of tertiary amines with trimethyl(trichloromethyl)silane by oxidative coupling, using DDQ as an oxidant, has been realized. The reaction is instantaneous, is scalable, and tolerates a broad range of functional groups and heteroarenes. The trichloromethylated products can be easily converted into β,β-dichloroamines, enamines, and α-amino acid esters under operationally simple conditions. This methodology provides an efficient alternative to the poisonous cyanation reactions for the synthesis of carboxylic acid and their derivatives. |
| Databáze: | OpenAIRE |
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