化学
卤化
酰胺
偶联反应
有机化学
催化作用
组合化学
铃木反应
芳基
反应机理
药物化学
钯
烷基
作者
Lukáš Jedinák,Renata Zátopková,Hana Zemánková,Alena Šustková,Petr Cankař
标识
DOI:10.1021/acs.joc.6b02306
摘要
The efficient Suzuki–Miyaura cross-coupling reaction of halogenated aminopyrazoles and their amides or ureas with a range of aryl, heteroaryl, and styryl boronic acids or esters has been developed. The method allowed incorporation of problematic substrates: aminopyrazoles bearing protected or unprotected pyrazole NH, as well as the free amino or N-amide group. Direct comparison of the chloro, bromo, and iodopyrazoles in the Suzuki–Miyaura reaction revealed that Br and Cl derivatives were superior to iodopyrazoles, as a result of reduced propensity to dehalogenation. Moreover, the mechanism and factors affecting the undesired dehalogenation side reaction were revealed.
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