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Azaborabutadienes: Synthesis by Metal-Free Carboboration of Nitriles and Utility as Building Blocks for B,N-Heterocycles
L. Kong, W. Lu, Y. Li, , R. Kinjo
Published in Wiley-VCH Verlag
Volume: 55
Issue: 47
Pages: 14718 - 14722
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. © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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Published in Wiley-VCH Verlag
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