Generation of Difluoroketenimine and Its Application in the Synthesis of a,a-Difluoro-ß-amino Amides
Generation of Difluoroketenimine and Its Application in the Synthesis of a,a-Difluoro-ß-amino Amides
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二氟烯酮亚胺的生成及其在α,α-二氟-氨基酰胺合成中的应用
DOI：
10.1002/anie.201901591
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Jianbo Wang
中科院分区：
文献类型：
--
作者：
Rui Zhang;Zhikun Zhang;Qi Zhou;Lefei Yu;Jianbo Wang
含氟b-氨基酸及其衍生物由于其在生命科学中的重要性而引起了极大的关注。在此，先前未知的二氟烯酮亚胺（难以捉摸的二氟烯酮的类似物）是通过二氟卡宾和异氰化物的反应生成的，其进一步与亚胺进行[2+2]环加成。三组分反应以良好的产率提供a,二氟-b-氨基酰胺。机理研究揭示了二氟烯酮亚胺在与亚胺的[2+2]环加成反应中的独特性质。
Fluorine-containing b-amino acids and their derivatives have attracted significant attention due to their importance in life sciences. Herein the previously unknown difluoroketenimine, the analogue of the elusive difluoroketene, has been generated by the reaction of difluorocarbene and isocyanide, which further undergoes [2+2] cycloaddition with imine. The three-component reaction affords a,adifluoro-b-amino amides in good yields. Mechanistic studies.reveal the unique properties of the difluoroketenimine in the [2+2] cycloaddition with imine.