Copper-Mediated Selective C-H Activation and Cross-Dehydrogenative C-N Coupling of 2′-Aminoacetophenones
Andivelu Ilangovan* and Gandhesiri Satish
*School of Chemistry, Bharathidasan University, Tiruchirappalli 620024, India, Email: ilangovanbduyahoo.com
A. Ilanovan, G. Satish, Org. Lett., 2013, 15, 5726-5729.
DOI: 10.1021/ol402750r (free Supporting Information)
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Cross-dehydrogenative C-N annulations and dealkylative C-N annulations of 2′-N-aryl/alkylaminoacetophenones and 2′-N,N-dialkylaminoacetophenones respectively in the presence of Cu(OAc)2ĚH2O, NaOAc and air gave isatins in good yields. However, on reaction with CuBr, 2′-N-benzylaminoacetophenones underwent selective oxidation at the benzylic position to provide the corresponding benzamides exclusively.
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A. Ilangovan, G. Satish, J. Org. Chem., 2014, 79, 4984-4991.