The Divergent Synthesis of Nitrogen Heterocycles by Rhodium(I)-Catalyzed Intermolecular Cycloadditions of Vinyl Aziridines and Alkynes

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• 作者：Jian-Jun Feng ; Tao-Yan Lin ; Chao-Ze Zhu ; Huamin Wang ; Hai-Hong Wu ; Junliang Zhang
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：February 24, 2016
• 年：2016
• 卷：138
• 期：7
• 页码：2178-2181
• 全文大小：410K
• ISSN：1520-5126

文摘

Catalyst-controlled divergent intermolecular cycloadditions of vinylaziridines with alkynes have been developed. By using [Rh(NBD)₂]BF₄ as the catalyst, a [3 + 2] cycloaddition reaction was achieved with broad substrate scope and high stereoselectivity under mild reaction conditions. Moreover, the chirality of vinylaziridines can be completely transferred to the [3 + 2] cycloadducts. When the catalyst was changed to [Rh(η⁶-C₁₀H₈) (COD)]SbF₆, the alternative [5 + 2] cycloadducts were selectively formed under otherwise identical conditions.