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Published on: November 30, 2022
Synthesis of cyclic amine boranes through triazole-gold(I)-catalyzed alkyne hydroboration
Qiaoyi Wang1, Stephen E Motika, Novruz G Akhmedov
1C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506 (USA).
Abstract:
The first catalytic alkyne hydroboration of propargyl amine boranecarbonitriles is accomplished with triazole-Au(I) complexes. While the typical [L-Au](+) species decomposes within minutes upon addition of amine boranecarbonitriles, the triazole-modified gold catalysts (TA-Au) remained active, and allowed the synthesis of 1,2-BN-cyclopentenes in one step with good to excellent yields. With good substrate tolerability and mild reaction conditions (open-flask), this new method provides an alternative route to reach the interesting cyclic amine borane with high efficiency.
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