Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones |
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Authors: | Hasil Aman Yu-Chiao Huang Yu-Hao Liu Yu-Lin Tsai Min Kim Jen-Chieh Hsieh Gary Jing Chuang |
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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; |
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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. |
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Keywords: | cobalt-catalyzed N-heterocycle cyclization carbodiimide 3-(imino)isoindolin-1-one |
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