Azaborabutadienes: Synthesis by Metal‐Free Carboboration of Nitriles and Utility as Building Blocks for B,N‐Heterocycles |
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| Authors: | Dr. Lingbing Kong Dr. Wei Lu Dr. Yongxin Li Dr. Rakesh Ganguly Prof. Dr. Rei Kinjo |
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| Affiliation: | Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore, Singapore |
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| Abstract: | Metal‐free regioselective carboboration of arylnitriles with L2PhB: ( 1 : L=oxazol‐2‐ylidene) catalyzed by Et3B 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+, O2, 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. |
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| Keywords: | boron carboboration heterocycles multiple bonds structure elucidation |
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