Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates

Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates
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DOI:
10.1021/acscatal.9b03461
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发表时间:
2019-10-01
期刊:
影响因子:
12.9
通讯作者:
Yamaguchi, Junichiro
Yamaguchi, Junichiro
中科院分区:
化学1区
文献类型:
--
作者:
Komatsuda, Masaaki;Kato, Hiroki;Yamaguchi, Junichiro

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研究了溴代芳烃与TMS-重氮甲烷和硼酸烯丙酯的催化脱芳三组分反应。该组装反应的关键是使用重氮化合物通过Pd-卡宾物种生成Pd-π-苄基中间体。该方法允许使用芳烃作为限制试剂进行脱芳官能化。杂芳基溴也适用于在反应条件下得到脱芳构化的结构。
A catalytic dearomative three-component reaction of bromoarenes with TMS-diazomethane and allyl borate was developed. The key of this assembling reaction is the use of a diazo compound to generate a Pd-pi-benzyl intermediate through a Pd-carbene species. This method allowed for a dearomative functionalization, using arenes as limiting reagents. Heteroaryl bromides were also applicable to give dearomatized structures under the reaction conditions.