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Aerobic Oxidation Approaches to Indole-3-carboxylates: A Tandem Cross Coupling of Amines-Intramolecular
Kyeongha Kim1, Hun Young Kim1, Kyungsoo Oh1
1Center for Metareceptome Research, College of Pharmacy, Chung-Ang University, 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea.
Abstract:
A tandem aerobic oxidation protocol has been developed for the facile synthesis of indole-3-carboxylates. Two readily available starting materials, anilines and benzylamines, were efficiently cross-coupled under the o-naphthoquinone-catalyzed aerobic oxidation conditions to the corresponding 2-arylmethyleneaminophenylacetates that in turn smoothly underwent the Cu(II)-catalyzed intramolecular Mannich reaction. The resulting indoline derivatives were aerobically oxidized to indole-3-carboxylates, providing a ready access to indole derivatives from two simple amine derivatives.
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