原位生成含不稳定二氟甲基膦酸酯的重氮烷烃及其在与乙烯基砜的[3 + 2]环加成反应中的应用。
In Situ Generation of Unstable Difluoromethylphosphonate-Containing Diazoalkanes and Their Use in [3 + 2] Cycloaddition Reactions with Vinyl Sulfones.
作者信息
Mei Haibo, Wang Li, Pajkert Romana, Wang Qian, Xu Jingcheng, Liu Jiang, Röschenthaler Gerd-Volker, Han Jianlin
机构信息
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
Department of Life Sciences and Chemistry, Jacobs University Bremen gGmbH, Campus Ring 1, 28759 Bremen, Germany.
出版信息
Org Lett. 2021 Feb 5;23(3):1130-1134. doi: 10.1021/acs.orglett.1c00150. Epub 2021 Jan 22.
A [3 + 2] cycloaddition reaction of unstable difluoromethylphosphonate-containing diazoalkanes with vinyl sulfones under simple reaction conditions is developed, which provides an efficient route toward functionalized fluorinated pyrazolines derivatives in good chemical yields. The difluoro diazoalkanes are generated using -BuONO for the diazotization of (β-amino-α,α-difluoroethyl)phosphonates, and their stabilities and reactivities were carefully investigated.
开发了一种不稳定的含二氟甲基膦酸酯的重氮烷与乙烯基砜在简单反应条件下的[3 + 2]环加成反应，该反应为高效合成具有良好化学产率的官能化氟化吡唑啉衍生物提供了一条途径。使用叔丁基亚硝酸酯对（β-氨基-α，α-二氟乙基）膦酸酯进行重氮化生成二氟重氮烷，并对其稳定性和反应活性进行了仔细研究。
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