Wang Rong-Hua, Li Bo, Gou Ming-Bai, Luo Zhen-Qi, Liu Bin, Li Yong, Kong Xiangkai, He Qing, He Siyu, Li Jiang-Fei, Huang Jiayu, Wang Jianta, Zhang Jiquan, Tang Lei
School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, 561113 Guiyang, P. R. China.
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medcial University, 550014 Guiyang, P. R. China.
Org Lett. 2024 Sep 6;26(35):7408-7413. doi: 10.1021/acs.orglett.4c02720. Epub 2024 Aug 26.
A redox-neutral coupling of allyl alcohols with trifluoromethyl ketones has been developed via Ni-Ti bimetallic catalysis. This innovative method allows for the efficient synthesis of various β-tertiary trifluoromethyl alcohol-substituted ketones with yields of up to 98%. The reaction is scalable and compatible with a wide range of substrates, including complex bioactive molecules. Mechanistic studies suggest that the rate-determining step involving β-H elimination and the presence of the Ti-based Lewis acid, as well as a hydroxyl group on the substrates, is crucial for driving the reactivity of this transformation.
通过镍-钛双金属催化，实现了烯丙醇与三氟甲基酮的氧化还原中性偶联反应。这种创新方法能够高效合成各种β-叔三氟甲基醇取代的酮，产率高达98%。该反应具有可扩展性，并且与包括复杂生物活性分子在内的多种底物兼容。机理研究表明，涉及β-H消除的速率决定步骤、钛基路易斯酸的存在以及底物上的羟基对于推动这种转化反应的活性至关重要。
