Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
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. A...
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| Format: | Article |
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MDPI AG
2021-11-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/23/7212 |
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| author | Hasil Aman Yu-Chiao Huang Yu-Hao Liu Yu-Lin Tsai Min Kim Jen-Chieh Hsieh Gary Jing Chuang |
| author_facet | Hasil Aman Yu-Chiao Huang Yu-Hao Liu Yu-Lin Tsai Min Kim Jen-Chieh Hsieh Gary Jing Chuang |
| author_sort | Hasil Aman |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-10T04:47:23Z |
| format | Article |
| id | doaj.art-6f3003e197434fec89ff593991182181 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T04:47:23Z |
| publishDate | 2021-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-6f3003e197434fec89ff5939911821812023-11-23T02:49:04ZengMDPI AGMolecules1420-30492021-11-012623721210.3390/molecules26237212Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-onesHasil Aman0Yu-Chiao Huang1Yu-Hao Liu2Yu-Lin Tsai3Min Kim4Jen-Chieh Hsieh5Gary Jing Chuang6Department of Chemistry, Chung Yuan Christian University, Taoyuan 320314, TaiwanDepartment of Chemistry, Chung Yuan Christian University, Taoyuan 320314, TaiwanDepartment of Chemistry, Chung Yuan Christian University, Taoyuan 320314, TaiwanDepartment of Chemistry, Tamkang University, New Taipei City 251301, TaiwanDepartment of Chemistry, Chungbuk National University, Cheongju 28644, KoreaDepartment of Chemistry, Tamkang University, New Taipei City 251301, TaiwanDepartment of Chemistry, Chung Yuan Christian University, Taoyuan 320314, TaiwanA 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.https://www.mdpi.com/1420-3049/26/23/7212cobalt-catalyzed<i>N</i>-heterocyclecyclizationcarbodiimide3-(imino)isoindolin-1-one |
| spellingShingle | Hasil Aman Yu-Chiao Huang Yu-Hao Liu Yu-Lin Tsai Min Kim Jen-Chieh Hsieh Gary Jing Chuang Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones Molecules cobalt-catalyzed <i>N</i>-heterocycle cyclization carbodiimide 3-(imino)isoindolin-1-one |
| title | Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones |
| title_full | Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones |
| title_fullStr | Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones |
| title_full_unstemmed | Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones |
| title_short | Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones |
| title_sort | cobalt catalyzed cyclization of 2 bromobenzamides with carbodiimides a new route for the synthesis of 3 imino isoindolin 1 ones |
| topic | cobalt-catalyzed <i>N</i>-heterocycle cyclization carbodiimide 3-(imino)isoindolin-1-one |
| url | https://www.mdpi.com/1420-3049/26/23/7212 |
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