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Cobaloxime-Catalyzed Markovnikov Wacker-Type Oxidation of Styrenes
Yansheng Wei1, Jiacheng Yin1, Junlai Zhang1
1State Key Laboratory of Natural Product Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou730000, Gansu, P. R. China.
Abstract:
The traditional Wacker-Tsuji oxidation is fundamentally constrained by reliance on expensive noble metals and corrosive additives. Herein, we report a cobaloxime-catalyzed Wacker-type oxidation of styrenes using ambient air as the sole reoxidant and Et3SiH as a cheap and mild hydride donor. Operating under thermally driven conditions, this robust and cost-effective biomimetic system achieves exclusive Markovnikov selectivity, accommodates a broad scope of functionalized styrenes, and shows excellent performance in the late-stage modification of complex pharmaceuticals and natural products. Its practical utility is further validated through a gram-scale synthesis.
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