Gao Qian-Ci, Li Yi-Fei, Xuan Jun, Hu Xiao-Qiang
Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education & Hubei Key Laboratory of Catalysis and Materials Science, School of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, People's Republic of China.
Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei, Anhui 230601, People's Republic of China.
Beilstein J Org Chem. 2023 Jan 30;19:100-106. doi: 10.3762/bjoc.19.10. eCollection 2023.
Herein, we report an unprecedented Rh(III)-catalyzed C-H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a cascade C-H activation, Rh-carbenoid migratory insertion and acid-promoted intramolecular annulation. The success of gram-scale reaction and diverse functionalization of isocoumarins demonstrated the synthetic utility of this protocol.
在此，我们报道了一种前所未有的铑（III）催化的、利用易于获得的烯胺酮与碘鎓叶立德进行的C-H活化/环化级联反应，用于方便地合成异香豆素。该偶联体系通过C-H活化、铑卡宾迁移插入和酸促进的分子内环化反应，以良好的化学产率（高达93%）进行。克级规模反应的成功以及异香豆素的多种官能团化证明了该方法的合成实用性。
