3 years ago

Metal-Free Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Ethers Leading to 2-Substituted 3,4-Dihydronaphthalenes

Metal-Free Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Ethers Leading to 2-Substituted 3,4-Dihydronaphthalenes
Bi-Quan Xiong, Cong-Shan Zhou, Ke-Wen Tang, Pan-Liang Zhang, Chang-an Yang, Qiao-Lin Wang, Yu Liu
A novel metal-free oxidative ring-opening/cyclization of methylenecyclopropanes with ethers was established for the synthesis of diverse 2-substituted 3,4-dihydronaphthalenes with high selectivity and efficiency. This oxidative cyclization is achieved by C(sp3)-H functionalization, ring-opening, and cyclization, and this method represents a new example of methylenecyclopropane oxidative cyclization with an aromatic carbon and a C(sp3)-H bond by simultaneously forming two new carbon–carbon bonds.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00970

DOI: 10.1021/acs.joc.7b00970

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