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Cu(II)-Catalyzed Benzannulation of Triynols to Synthesize β-Naphthyl Ketones Using Methanol as a Traceless Protective
Mengmeng Zhu1, Shuang Zang1, Hongfeng Li2
1Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Zhejiang Key Laboratory of Advanced Catalysis and Adsorption Materials, Institute of Advanced Fluorine-Containing Materials, Zhejiang Normal University, 688 YingbinRoad, 321004 Jinhua, China.
Abstract:
Herein, we report an efficient copper(II)/oxamide-catalyzed cascade reaction of triynols. The reaction process appears to involve a Cu(II)-catalyzed tandem nucleophilic substitution reaction of the methanol/interrupted Meyer-Schuster rearrangement/aromatic annulation reaction. This approach provides a simple and efficient route to obtaining a wide variety of highly functionalized aromatic ketones under mild reaction conditions. Based on control experiments and deuterium labeling experiments, a catalytic mechanism was proposed.
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