Divergent access to 5,6,7-perifused cycles
Abstract Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we report a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2023-08-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-023-40801-0 |
| _version_ | 1797558533785387008 |
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| author | Jingpeng Han Yongjian Yang Yingjian Gong Xuan Tang Yi Tian Baosheng Li |
| author_facet | Jingpeng Han Yongjian Yang Yingjian Gong Xuan Tang Yi Tian Baosheng Li |
| author_sort | Jingpeng Han |
| collection | DOAJ |
| description | Abstract Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we report a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics include the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species are generated that further induce the cleavage of the α-C-H or -C-C bond. Specifically, the latter can react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicates the versatility of this protocol. |
| first_indexed | 2024-03-10T17:32:46Z |
| format | Article |
| id | doaj.art-99e1a81566e74289aaaf4862fab5942c |
| institution | Directory Open Access Journal |
| issn | 2041-1723 |
| language | English |
| last_indexed | 2024-03-10T17:32:46Z |
| publishDate | 2023-08-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj.art-99e1a81566e74289aaaf4862fab5942c2023-11-20T09:58:56ZengNature PortfolioNature Communications2041-17232023-08-0114111110.1038/s41467-023-40801-0Divergent access to 5,6,7-perifused cyclesJingpeng Han0Yongjian Yang1Yingjian Gong2Xuan Tang3Yi Tian4Baosheng Li5School of Chemistry and Chemical Engineering, Chongqing UniversitySchool of Chemistry and Chemical Engineering, Chongqing UniversitySchool of Chemistry and Chemical Engineering, Chongqing UniversitySchool of Chemistry and Chemical Engineering, Chongqing UniversitySchool of Chemistry and Chemical Engineering, Chongqing UniversitySchool of Chemistry and Chemical Engineering, Chongqing UniversityAbstract Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we report a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics include the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species are generated that further induce the cleavage of the α-C-H or -C-C bond. Specifically, the latter can react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicates the versatility of this protocol.https://doi.org/10.1038/s41467-023-40801-0 |
| spellingShingle | Jingpeng Han Yongjian Yang Yingjian Gong Xuan Tang Yi Tian Baosheng Li Divergent access to 5,6,7-perifused cycles Nature Communications |
| title | Divergent access to 5,6,7-perifused cycles |
| title_full | Divergent access to 5,6,7-perifused cycles |
| title_fullStr | Divergent access to 5,6,7-perifused cycles |
| title_full_unstemmed | Divergent access to 5,6,7-perifused cycles |
| title_short | Divergent access to 5,6,7-perifused cycles |
| title_sort | divergent access to 5 6 7 perifused cycles |
| url | https://doi.org/10.1038/s41467-023-40801-0 |
| work_keys_str_mv | AT jingpenghan divergentaccessto567perifusedcycles AT yongjianyang divergentaccessto567perifusedcycles AT yingjiangong divergentaccessto567perifusedcycles AT xuantang divergentaccessto567perifusedcycles AT yitian divergentaccessto567perifusedcycles AT baoshengli divergentaccessto567perifusedcycles |