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Blue LED-Mediated Syntheses of Arylazo Phosphine Oxides and Phosphonates via N–P Bond Formation
Organic Letters ( IF 4.9 ) Pub Date : 2022-08-04 , DOI: 10.1021/acs.orglett.2c02251
Bo-Ru Shen, Pratheepkumar Annamalai, Rekha Bai, Satpal Singh Badsara, Chin-Fa Lee

The synthesis of (E)-diphenyl(aryldiazenyl)phosphine oxides and dialkyl (E)-(aryldiazenyl)phosphonates via visible light-mediated N–P bond formation between diazo species and phosphine oxides and phosphite derivatives, respectively, is described. The diazo species were generated via the reaction of aniline with isoamyl nitrite, which upon reaction with phosphorus surrogates generated arylazophosphine oxides and arylazo phosphonates in good to excellent yields. This sustainable chemical process offers a broad substrate scope and reasonably viable product formation.

中文翻译:

蓝色 LED 介导的芳基偶氮氧化膦和膦酸盐通过 N-P 键形成的合成

描述了( E )-二苯基(芳基二氮烯基)氧化膦和( E )-(芳基二氮烯基)膦酸二烷基酯分别通过可见光介导的重氮物质与氧化膦和亚磷酸酯衍生物之间形成的N-P键的合成。重氮物质是通过苯胺与亚硝酸异戊酯的反应生成的,其在与磷替代物反应时以良好至优异的产率生成芳基偶氮膦氧化物和芳基偶氮膦酸盐。这种可持续的化学过程提供了广泛的底物范围和合理可行的产品形成。
更新日期:2022-08-04
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