作者:Kengo Inoue、Atsunori Mori、Kentaro Okano
DOI:10.1021/acs.orglett.3c02540
日期:2023.9.15
A two-step halogen transfer of bromoarenes is reported. Mono-, di-, and tribromoaryllithiums generated through deprotonative lithiation were converted into organozinc species by in situ zincation, which were then subjected to bromination to provide the corresponding di-, tri-, and tetrabromoarenes, respectively, in 41–95% yields. Regioselective bromine–magnesium exchange with ethylmagnesium chloride
报道了溴代芳烃的两步卤素转移。通过去质子锂化产生的单溴芳基锂、二溴芳基锂和三溴芳基锂通过原位锌化转化为有机锌物质,然后进行溴化,分别提供相应的二溴芳烃、三溴芳烃和四溴芳烃,产率 41-95%。与乙基氯化镁进行区域选择性溴-镁交换,然后进行亲电捕获,得到苯、吡啶、喹啉、嘧啶和噻唑衍生物,其中溴基团从原始位置转移,产率为 28-86%。