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Cu(I)-Catalyzed C(sp)-H Functionalization of Amino Acids with Benzimidate and Reactive Oxygen Species (ROS) To Synthesize Triazines and 2-Pyrrolidinones. | LitMetric

An easily accessible Cu(I)-catalyzed regioselective oxidative C-N/C-O cross-coupling organic transformation has been disclosed for the syntheses of variably functionalized triazines and N-benzoylpyrrolidin-2-ones through the involvement of C(sp)-H bond functionalization, which is unknown in the literature. This general synthetic method is extended for decarboxylative oxidation of amino acids to install carbonyl functionality. It facilitates the formation of 2-3 new bonds through the cross-coupling strategy involving benzimidates, amino acids, and in situ-generated reactive oxygen species (ROS) from the aerial O as the sole oxidant. The key utilities of the new reactions are demonstrated by its operational simplicity, regioselectivity, robustness, and broad substrate scope with high yields.

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http://dx.doi.org/10.1021/acs.orglett.4c03536DOI Listing

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