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Rhenium-catalyzed synthesis of naphthalene derivatives via insertion of aldehydes into a C-H bond
Authors:Yoichiro Kuninobu  Yuta Nishina
Institution:Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama 700-8530, Japan
Abstract:A rhenium complex, ReBr(CO)3(THF)]2, catalyzed reactions of aromatic ketimines and aldehydes with dienophiles, followed by dehydration, to give naphthalene derivatives in good to excellent yields. This reaction proceeds via C-H bond activation, insertion of an aldehyde, intramolecular nucleophilic cyclization, reductive elimination, elimination of aniline and Diels-Alder reaction. After dehydration, naphthalene derivatives were formed.
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