Radical borylation of vinyl azides with NHC–boranes: divergent synthesis of α-boryl ketones and borylated triazoles
Radical borylation of vinyl azides with NHC–boranes: divergent synthesis of α-boryl ketones and borylated triazoles
复制标题
NHC-硼烷对乙烯基叠氮化物的自由基硼化：α-硼基酮和硼化三唑的不同合成
DOI：
10.1039/d2ob00076h
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发表时间：
2022
影响因子：
3.2
通讯作者：
Liu Xiaozu
中科院分区：
文献类型：
--
作者：
Yifei Zhang;Yangzhen Liao;Peijun Liu;Yu Ran;Liu Xiaozu
在tBuSH存在下，乙烯基叠氮化物与N-杂环卡宾（NHC）硼烷的发散自由基硼化反应被描述。该方法可用于α-硼基酮和硼化三唑的发散合成，具有良好的官能团耐受性和广泛的底物范围。值得注意的是，这项工作表明，乙烯基叠氮化合物可以作为前所未有的五原子电子，用于在没有N2挤出的情况下构建1，2，3-三唑。
A divergent radical borylation of vinyl azides with N-heterocyclic carbene (NHC) boranes in the presence of tBuSH is described. The protocol enables the divergent synthesis of α-boryl ketones and borylated triazoles with excellent functional group tolerance and a broad substrate scope. Remarkably, this work shows that vinyl azides can serve as unprecedented five-atom synthons for the construction of 1,2,3-triazoles without N2 extrusion.