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Ying Xia, Peiyuan Qu, Zhenxing Liu, Rui Ge, Qing Xiao, Dr. Yan Zhang and Prof. Dr. Jianbo Wang Catalyst-Free Intramolecular Formal Carbon Insertion into σ-C[BOND]C Bonds: A New Approach toward Phenanthrols and Naphthols Angewandte Chemie International Edition 52

Version of Record online: 29 JAN 2013 | DOI: 10.1002/anie.201209269

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The different reactivity of two kinds of carbonyl groups in keto aldehyde substrates has been exploited for the synthesis of phenanthrols, naphthols, and their heteroatom-containing analogues. Key to this highly efficient and robust methodology is the catalyst-free intramolecular formal diazo carbon insertion of N-tosylhydrazones into keto C[BOND]C bonds (see scheme).

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