化学
羰基化
钯
区域选择性
芳基
催化作用
有机化学
烯烃
合成子
乙烯
酰胺
烷基
一氧化碳
作者
Zhipeng Bao,Youcan Zhang,Xiao‐Feng Wu
标识
DOI:10.1016/j.jcat.2022.06.032
摘要
• 1. A novel palladium-catalyzed four-component difluoroalkylative carbonylation of styrenes. • 2. Multicomponent difluoroalkylative carbonylation of activated aryl olefins and ethylene. • 3. Various desired products were produced in moderate to excellent yields with wide functional group tolerance and excellent regioselectivity. • 4. The first successful example on using styrenes as substrates in fluoroalkylative aminocarbonylation. Compared with unactivated alkyl olefins, the corresponding fluorinative carbonylation of styrenes has remained a challenge due to its strong tendency for oligomerization and polymerization. In this communication, we developed a palladium-catalyzed four-component difluoroalkylative carbonylation of aryl olefins for the first time. A wide range of β -difluoromethylene substituted amide derivatives were prepared in moderate to high yields with excellent regioselectivity. Notably, ethylene gas, as an original C2 synthon, can also be transformed to the corresponding products with moderate yields. Furthermore, some natural product or bio-active molecule related compounds, such as estrogen, benzocaine, and menthol derivatives can be reacted as well. This reaction can be scaled up smoothly and the obtained product can be further transformed into amidic acid and aminol efficiently.
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