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Switchable Synthesis of α,α‐Dihalomethyl and α,α,α‐Trihalomethyl Ketones by Metal‐Free Decomposition of Enaminone C=C Double Bond
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-01-07 , DOI: 10.1002/adsc.201901234
Yunyun Liu 1 , Jin Xiong 1 , Li Wei 1 , Jie‐Ping Wan 1
Affiliation  

The novel free radical‐based cleavage of the enaminone C=C double bond is realized by using N‐halosuccinimides (NXS) in the presence of benzoyl peroxide (BPO) with mild heating, enabling the tunable synthesis of α,α‐dihalomethyl ketones and α,α,α‐trihalomethyl ketones under different reaction conditions. The formation of these divergent products involving featured C=C double bond cleavage requires no any metal reagent, and represents one more practical example on the synthesis of poly halogenated methyl ketones via the functionalization of carbon−carbon bond.

中文翻译:

烯胺酮C = C双键的无金属分解可转换合成α,α-二卤甲基和α,α,α-三卤甲基酮

通过在过氧化苯甲酰(BPO)存在下使用N-卤代琥珀酰亚胺(NXS)并温和加热,实现了基于氨基自由基的C = C双键的新型基于自由基的裂解,从而实现了可调谐合成α,α-二卤代甲基酮和不同反应条件下的α,α,α-三卤代甲基酮 这些具有特征性的C = C双键断裂的发散产物的形成不需要任何金属试剂,并且代表了通过碳-碳键官能化合成多卤代甲基酮的一个更实际的例子。
更新日期:2020-01-07
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