Dichloromethane as a Chlorination Reagent for α-Bromocarbonyl Compounds in the Presence of a Copper Catalyst
| Autor: | Syo Ishida, Takashi Nishikata, Kentaro Takeuchi |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Copper complex 010405 organic chemistry chemistry.chemical_element Alkyl radicals Salt (chemistry) General Chemistry 010402 general chemistry 01 natural sciences Copper 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Reagent polycyclic compounds Organic chemistry Dichloromethane |
| Zdroj: | Chemistry Letters. 46:644-646 |
| ISSN: | 1348-0715 0366-7022 |
| DOI: | 10.1246/cl.170062 |
| Popis: | We found that dichloromethane is a powerful chlorinating reagent for the congested 3° and 2° Csp3–Br bond of α-bromocarbonyl amides, esters, and ketones. In the presence of an appropriate copper complex as a catalyst, the desired chlorination occurred within an hour. Control experiments revealed that in situ-generated CuCl2 is a key chlorinating agent that reacts with the 3° or 2° alkyl radicals generated by the reaction between an α-bromocarbonyl compound and a Cu(I) salt. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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