过渡金属促进的二烷基膦酸酯对哒嗪-2-溴盐的加成反应：α-氨基磷酸酯类似物的合成。
Transition-Metal-Free Addition of Dialkyl Phosphites to Phthalazin-2-ium Bromide: Synthesis of α-Aminophosphonate Analogues.
机构信息
Key Laboratory of State Forestry and Grassland Administration on Highly-Efficient Utilization of Forestry Biomass Resources in Southwest China, College of Chemical Engineering, Southwest Forestry University, Kunming 650224, China.
School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150080, China.
出版信息
J Org Chem. 2021 Dec 17;86(24):18278-18286. doi: 10.1021/acs.joc.1c02024. Epub 2021 Dec 6.
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 -H to carbenes.
含有酞嗪骨架的α-氨基膦酸酯类似物在温和条件下通过二烷基膦酸酯对 2-溴酞嗪的新型无过渡金属加成反应高效合成。使用同位素标记和自由基抑制实验的机理研究表明，目前的转化经历了二烷基磷酸酯的亲核加成，而不是 -H 插入到卡宾中。
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