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Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
Authors:Hasil Aman  Yu-Chiao Huang  Yu-Hao Liu  Yu-Lin Tsai  Min Kim  Jen-Chieh Hsieh  Gary Jing Chuang
Affiliation:1.Department of Chemistry, Chung Yuan Christian University, Taoyuan 320314, Taiwan; (H.A.); (Y.-C.H.); (Y.-H.L.);2.Department of Chemistry, Tamkang University, New Taipei City 251301, Taiwan;3.Department of Chemistry, Chungbuk National University, Cheongju 28644, Korea;
Abstract:A novel synthetic pathway to approach 3-(imino)isoindolin-1-ones by the Co-catalyzed cyclization reaction of 2-bromobenzamides with carbodiimides has been developed. This catalytic reaction can tolerate a variety of substituents and provide corresponding products in moderate yields for most cases. According to the literature, the reaction mechanism is proposed through the formation of a five-membered aza-cobalacycle complex, which carries out the following reaction subsequence, including nucleophilic addition and substitution, to furnish the desired structures.
Keywords:cobalt-catalyzed   N-heterocycle   cyclization   carbodiimide   3-(imino)isoindolin-1-one
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