Regio- and Diastereoselective Hydrophosphination and Hydroamidation of gem-Difluorocyclopropenes

In this study, concise, efficient, and modular hydrophosphinylation and hydroamidation of gem-difluorocyclopropenes were disclosed in a mild and transition-metal-free pattern. Through this approach, phosphorus, and nitrogen-containing gem-difluorocyclopropanes were produced in moderate to good yield...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-04, Vol.89 (8), p.5442-5457
Main Authors: Zhang, Yuanshuo, Tian, Limei, Wang, Yali, Mo, Lisha, Liu, Qianwen, Ren, Yifan, Teng, Fan, Yin, Minhai, Liu, Peng, He, Yimiao
Format: Article
Language:English
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Summary:In this study, concise, efficient, and modular hydrophosphinylation and hydroamidation of gem-difluorocyclopropenes were disclosed in a mild and transition-metal-free pattern. Through this approach, phosphorus, and nitrogen-containing gem-difluorocyclopropanes were produced in moderate to good yields with excellent regio- and diastereoselectivity. Readily available gem-difluorocyclopropenes and nucleophilic reagents, along with inexpensive inorganic bases, were employed. Multiple synthetic applications, including gram-scale and derivatization reactions and modification of bioactive molecules, were subsequently elaborated.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02890