Selective C–C Bond Cleavage of Cycloalkanones by NaNO<sub>2</sub>/HCl
Tianyu He, Dengfeng Chen, Shencheng Qian, Yu Zheng, Shenlin Huang
Abstract
A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C–C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.
Topics & Concepts
ChemistryOximeBond cleavageCleavage (geology)Fragmentation (computing)MoleculeCombinatorial chemistryOrganic chemistryCatalysisFracture (geology)Geotechnical engineeringOperating systemEngineeringComputer scienceSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsChemical Synthesis and Analysis