芳基炔酮与正-丁基硝化物的硝-Spirocyclization：NO 取代螺[5.5]十一烯酮的合成。
Nitro-Spirocyclization of Biaryl Ynones with -Butyl Nitrite: Access to NO-Substituted Spiro[5,5]trienones.
机构信息
Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding, Hebei 071002, PR China.
Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing, Jiangsu 210023, PR China.
出版信息
J Org Chem. 2023 Apr 7;88(7):4854-4862. doi: 10.1021/acs.joc.3c00087. Epub 2023 Mar 22.
A metal/peroxide-free involved simple cascade 6--trig spirocyclization of -butyl nitrite with biaryl ynones has been finished, which resulted in various NO-modified spiro[5,5]trienones with good regioselectivity/yields. A variety of scaled-up experiments, reduction/epoxidation operations, and mechanistic studies were performed to verify the merits and spirocyclization process of this radical system. Finally, the structure of the spirocycles was confirmed by single-crystal X-ray diffraction.
- 丁基硝基亚硝酸酯与联芳基炔酮的无金属/过氧化物参与的简单级联 6-三取代 spirocyclization 已完成，得到了各种具有良好区域选择性/产率的 NO 修饰的螺[5.5]三烯酮。进行了各种扩大规模的实验、还原/环氧化操作和机理研究，以验证该自由基体系的优点和 spirocyclization 过程。最后，通过单晶 X 射线衍射确定了螺环的结构。
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