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Oxidative C-C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of
Yu Liu1, Qiao-Lin Wang1, Cong-Shan Zhou1
1Department of Chemistry and Chemical Engineering , Hunan Institute of Science and Technology , Yueyang 414006 , China.
Abstract:
A new FeCl2- and DTBP (di- tert-butyl peroxide)-promoted oxidative ring-opening and cyclization of methylenecyclopropanes with aldehydes for the synthesis of 2-acyl-3,4-dihydronaphthalenes is presented. This oxidative cyclization reaction proceeds via a radical addition, ring-opening, and cyclization sequence facilitated by a Lewis acid, and it offers a practical and straightforward route for the oxidative cyclization of methylenecyclopropanes with an aromatic carbon and a C(sp2)-H bond by simultaneously forming two new carbon-carbon bonds.
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