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Transition-Metal-Free Addition of Dialkyl Phosphites to Phthalazin-2-ium Bromide: Synthesis of α-Aminophosphonate Analogues
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-12-06 , DOI: 10.1021/acs.joc.1c02024
Qian Chen 1, 2 , Xuanming Zheng 2 , Fang Guo 2 , Kun Liang 1 , Fanrui Zhou 1
Affiliation  

α-Aminophosphonate analogues containing a phthalazine skeleton were efficiently obtained by a new transition-metal-free addition of dialkyl phosphites to phthalazin-2-ium bromide under mild conditions. A mechanistic study using isotope labeling and radical inhibition experiment revealed that the present transformation passes through a nucleophilic addition of dialkyl phosphates, rather than an insertion of P-H to carbenes.

中文翻译:

亚磷酸二烷基酯与溴化酞嗪-2-鎓的无过渡金属加成:α-氨基膦酸盐类似物的合成

通过在温和条件下将亚磷酸二烷基酯无过渡金属加成到 phthalazin-2-ium 溴化物中,有效地获得了含有酞嗪骨架的 α-氨基膦酸盐类似物。使用同位素标记和自由基抑制实验的机理研究表明,目前的转化通过磷酸二烷基酯的亲核加成,而不是P -H 插入卡宾。
更新日期:2021-12-17
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