Dichloromethane as a chlorination reagent for α-bromocarbonyl compounds in the presence of a copper catalyst
We found that dichloromethane is a powerful chlorinating reagent for the congested 3° and 2° Csp3Br 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.
Takeuchi, Kentaro,Ishida, Syo,Nishikata, Takashi
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p. 644 - 646
(2017/08/30)
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