Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Nanyang Link 21, Singapore, 637371, Singapore.
Angew Chem Int Ed Engl. 2016 Nov 14;55(47):14718-14722. doi: 10.1002/anie.201608994. Epub 2016 Oct 24.
Metal-free regioselective carboboration of arylnitriles with L PhB: (1: L=oxazol-2-ylidene) catalyzed by Et B afforded the unprecedented acyclic 2-aza-4-borabutadienes 2, thus demonstrating a new strategy to construct a B,C,N-mixed π-system involving B=C and C=N bonds. Thermal isomerization of 2 gave C-borylimines (3), and diverse reactivity of 2 a towards several substrates, such as H , F , O , S, Se, and isonitriles, allowed construction of boron-containing heterocycles with various ring sizes, thus illustrating the utility of 2 as a synthetic building block.
LPhB（L=恶唑-2-亚基）催化的 EtB 提供了前所未有的非环状 2-氮杂-4-硼杂丁二烯 2，从而展示了构建涉及 B=C 和 C=N 键的 B，C，N 混合π-体系的新策略。2 的热异构化得到 C-硼亚胺（3），并且 2a 对几种底物（如 H、F、O、S、Se 和异腈）的多种反应性允许构建具有各种环大小的含硼杂环，从而说明了 2 作为合成砌块的实用性。
