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Nickel-Catalyzed Cross-Electrophile Coupling Reactions for the Synthesis of gem-Difluorovinyl Arenes
ACS Catalysis ( IF 12.9 ) Pub Date : 2020-11-10 , DOI: 10.1021/acscatal.0c03993
Baojian Xiong 1 , Ting Wang 2 , Haotian Sun 1 , Yue Li 1 , Søren Kramer 3 , Gui-Juan Cheng 2 , Zhong Lian 1
Affiliation  

A nickel-catalyzed cross-electrophile coupling reaction between (hetero)aryl bromides and 2,2-difluorovinyl tosylate is presented. This protocol provides facile incorporation of the gem-difluorovinyl moiety in organic molecules. The method features mild reaction conditions, good functional group tolerance, and excellent yields. Furthermore, mechanistic experiments and DFT studies indicate a Ni(0)/Ni(II) catalytic cycle, thus differing from the currently accepted catalytic cycle for nickel-catalyzed C(sp2)–C(sp2) cross-electrophile coupling reactions.

中文翻译:

镍催化的跨亲电偶合反应合成宝石-二氟乙烯基芳烃

提出了镍催化的(杂)芳基溴化物与2,2-二氟乙烯基甲苯磺酸酯之间的亲电子交联反应。该方案提供了在有机分子中宝石-二氟乙烯基部分的容易掺入。该方法具有温和的反应条件,良好的官能团耐受性和优异的收率。此外,机理实验和DFT研究表明Ni(0)/ Ni(II)催化循环,因此不同于当前接受的镍催化的C(sp 2)–C(sp 2)亲电子偶联反应的催化循环。
更新日期:2020-11-21
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