Watanabe Takashi, Hirose Daisuke, Curran Dennis P, Taniguchi Tsuyoshi
School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.
Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.
Chemistry. 2017 Apr 24;23(23):5404-5409. doi: 10.1002/chem.201700689. Epub 2017 Mar 27.
Borylative radical cyclization of benzo[3,4]cyclodec-3-ene-1,5-diynes to provide 5-borylated 6,7,8,9-tetrahydrobenzo[a]azulenes has been developed. The experimental results suggest that the reaction proceeds by a radical chain mechanism, in which di-tert-butyl hyponitrite (TBHN) works as a good radical initiator to form boryl radicals from N-heterocyclic carbene-boranes (NHC-boranes). The present reaction is a rare model that illustrates addition of boryl radicals to alkynes.
已开发出苯并[3,4]环癸-3-烯-1,5-二炔的硼化自由基环化反应，以提供5-硼化的6,7,8,9-四氢苯并[a]薁。实验结果表明，该反应通过自由基链机制进行，其中二叔丁基亚硝酸盐（TBHN）作为良好的自由基引发剂，从氮杂环卡宾硼烷（NHC-硼烷）形成硼自由基。本反应是一个罕见的模型，说明了硼自由基与炔烃的加成反应。
