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Expedient deaminative phosphorylation and sulfonylation of benzylic tertiary amines enabled by difluorocarbene
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2024-04-16 , DOI: 10.1039/d4qo00412d
Chengbo Li 1 , Yu Guo 1 , Jianke Su 1 , Xinyuan Hu 1 , Qingqing Xuan 1 , Qiuling Song 1, 2, 3, 4
Affiliation  

Organophosphines and sulfones have a wide range of applications and they are prevalent in bioactive molecules as well as pharmaceutical compounds. Numerous strategies have been developed to synthesize them in modern synthetic chemistry. However, compared with transition metal-catalyzed strategies and photocatalysis-promoted methods, the transition metal-free protocols are elusive and have been less reported. Herein we report a difluorocarbene-enabled deaminative phosphonylation and sulfonylation reaction. Various allylic diphenylphosphine oxides and allylic sulfones could be obtained smoothly from the corresponding benzylic tertiary amines in moderate to high yields via this method.

中文翻译:

二氟卡宾对苄基叔胺进行便捷的脱氨基磷酸化和磺酰化

有机膦和砜具有广泛的应用,它们普遍存在于生物活性分子和药物化合物中。在现代合成化学中已经开发出许多策略来合成它们。然而,与过渡金属催化策略和光催化促进方法相比,无过渡金属的方案难以捉摸,报道较少。在此,我们报道了二氟卡宾驱动的脱氨基膦酰化和磺酰化反应。通过该方法,可以从相应的苄基叔胺中顺利地以中等至高产率获得各种烯丙基二苯基氧化膦和烯丙基砜。
更新日期:2024-04-16
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