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- W2112254665 abstract "The first copper-catalyzed intramolecular C(sp(3))-H and C(sp(2))-H oxidative amidation has been developed. Using a Cu(OAc)2 catalyst and an Ag2CO3 oxidant in dichloroethane solvent, C(sp(3))-H amidation proceeded at a terminal methyl group, as well as at the internal benzylic position of an alkyl chain. This reaction has a broad substrate scope, and various β-lactams were obtained in excellent yield, even on gram scale. Use of CuCl2 and Ag2CO3 under an O2 atmosphere in dimethyl sulfoxide, however, leads to 2-indolinone selectively by C(sp(2))-H amidation. Kinetic isotope effect (KIE) studies indicated that C-H bond activation is the rate-determining step. The 5-methoxyquinolyl directing group could be removed by oxidation." @default.
- W2112254665 created "2016-06-24" @default.
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- W2112254665 date "2014-02-24" @default.
- W2112254665 modified "2023-09-30" @default.
- W2112254665 title "Copper-Catalyzed Intramolecular C(sp<sup>3</sup>)H and C(sp<sup>2</sup>)H Amidation by Oxidative Cyclization" @default.
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- W2112254665 doi "https://doi.org/10.1002/anie.201311105" @default.
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