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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.