硼（三氟甲磺酰）催化双环[1.1.0]丁烷与中等大小双环[1.1.1]烷烃的形式（+3）（n = 5和6）环加成反应。
B(CF)-Catalyzed Formal ( + 3) ( = 5 and 6) Cycloaddition of Bicyclo[1.1.0]butanes to Medium Bicyclo[.1.1]alkanes.
作者信息
Yang Liangliang, Wang Haiyang, Lang Ming, Wang Jian, Peng Shiyong
机构信息
School of Pharmacy and Food Engineering, Wuyi University, Jiangmen, Guangdong 529020, People's Republic of China.
School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education), Tsinghua University, Beijing 100084, People's Republic of China.
出版信息
Org Lett. 2024 May 17;26(19):4104-4110. doi: 10.1021/acs.orglett.4c01219. Epub 2024 May 3.
Herein, a B(CF)-catalyzed formal ( + 3) ( = 5 and 6) cycloaddition of bicyclo[1.1.0]butanes (BCBs) with imidazolidines/hexahydropyrimidines is described. The reaction provides a modular, atom-economical, and efficient strategy to two libraries of synthetically challenging medium-bridged rings, 2,5-diazabicyclo[5.1.1]nonanes and 2,6-diazabicyclo[6.1.1]decanes, in moderate to excellent yields. This reaction also features simple operation, mild reaction conditions, and broad substrate scope. A scale-up experiment and various synthetic transformations of products further highlight the synthetic utility.
本文描述了一种由B(CF)催化的双环[1.1.0]丁烷（BCB）与咪唑烷/六氢嘧啶的形式上的（+3）（n = 5和6）环加成反应。该反应为合成具有挑战性的中桥环的两个文库，即2,5-二氮杂双环[5.1.1]壬烷和2,6-二氮杂双环[6.1.1]癸烷，提供了一种模块化、原子经济且高效的策略，产率从中等到优异。该反应还具有操作简单、反应条件温和以及底物范围广的特点。放大实验和产物的各种合成转化进一步突出了其合成效用。
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