Li En-Ci, Hu Guang-Qi, Zhu Yu-Xing, Zhang Hong-Hai, Shen Kang, Hang Xiao-Chun, Zhang Cong, Huang Wei
Key Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM), Jiangsu National Synergistic Innovation Center for Advanced Materials (SICAM), Nanjing Technical University (Nanjing Tech.), 30 Puzhu Road, Nanjing 211816, P.R. China.
Org Lett. 2019 Sep 6;21(17):6745-6749. doi: 10.1021/acs.orglett.9b02369. Epub 2019 Aug 19.
AgCO-catalyzed hydrogen isotope exchange of five-membered heteroarenes is disclosed. The reaction can be conducted in the open air, at ambient temperature, and with DO as deuterium source. Moreover, this protocol showed orthogonal site selectivity to existing technology, thereby greatly expanding the scope of substrates for HIE reaction. The mechanistic study indicated that the carbonate group plays a crucial role to achieve high levels of deuterium incorporation by lowering the activation energy of H/D exchange process.
公开了AgCO催化的五元杂芳烃的氢同位素交换。该反应可以在露天、室温下进行，以DO作为氘源。此外，该方案对现有技术显示出正交位点选择性，从而大大扩展了HIE反应的底物范围。机理研究表明，碳酸酯基团通过降低H/D交换过程的活化能，对实现高水平的氘掺入起着关键作用。
