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2.6.1.2.1.1 Synthesis of Carboxylic Acids

DOI: 10.1055/sos-SD-218-00088

Zhang, H.; Liu, C.; Lei, A.Science of Synthesis: Catalytic Transformations via C—H Activation, (20152144.

N-Heterocyclic carbene–gold(I) hydroxide complexes with 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) as ligand can catalyze the carboxylation of carbo- and heterocycles 12 with high regioselectivity at the most acidic C—H bond position to form the corresponding carboxylic acids 13 (Scheme 8).[‌20‌] Various hetarenes such as oxazoles, thiazoles, and substrates containing three or four heteroatoms work well under the standard reaction conditions. Activated arenes are converted into their corresponding carboxylic acids in excellent yields with high regioselectivity.

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