Liu Zhongsu, Zhang Wenjing, Guo Shan, Zhu Jin
School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures , Nanjing University , Nanjing 210023 , China.
J Org Chem. 2019 Sep 20;84(18):11945-11957. doi: 10.1021/acs.joc.9b01804. Epub 2019 Sep 5.
Transition-metal-catalyzed C-H activation synthesis of heterocyclic spiro[4,4]nonanes has persistently witnessed the use of additional stoichiometric transition-metal oxidant when employing C═C bond as the spiro ring closure site. Herein, we have addressed the issue by reporting a redox-neutral strategy for spiro[indene-1,4'-oxa-zolidinones] synthesis via Rh(III)-catalyzed coupling of 4-phenyl-1,3-oxazol-2(3)-ones with alkynes. The synthesis features a broad substrate scope and high regiospecificity.