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Synthesis of imides

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A direct coupling of NH-amides with methylarenes under iodine/aqueous TBHP conditions enables a metal-free synthesis of imides. The optimized conditions worked also very well with benzaldehydes and benzyl alcohol and furnished the corresponding imides in good to excellent yields.
H. Aruri, U. Singh, S. Kumar, M. Kushwaha, A. P. Gupta, R. A. Vishwakarma, P. P. Singh, Org. Lett., 2016, 18, 3638-3641.


A visible-light-promoted three component reaction of diazo compounds, nitriles, and carboxylic acids provides a wide range of imide products in very good yield. The reaction utilizes acceptor-only diazo compounds as carbene precursors and nitriles as carbene-trapping reagents to form the key nitrile ylides.
B.-G. Cai, W.-Z. Yao, L. Li, J. Xuan, Org. Lett., 2022, 24, 6647-6652.


An iodine-catalyzed oxidative C-H/N-H cross-coupling enables an efficient construction of α-ketoimides in good to excellent yields from methyl ketones and benzamidines hydrochloride under metal-free and peroxide-free conditions.
X. Wu, Q. Gao, S. Liu, A. Wu, Org. Lett., 2014, 16, 2888-2891.