Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines
Alkylidene ketenimines are rarely reported, but synthetically useful, reactive intermediates. Here, the authors disclose a three-component reaction of alkyne, azide and water by cycloaddition, nitrogen extrusion, and carbene-assisted rearrangement, via in situ formation of alkylidene ketenimine.
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Nature Portfolio
2022-07-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-022-32082-w |
| _version_ | 1818018585599016960 |
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| author | Xuelun Duan Nan Zheng Ming Li Gongbo Liu Xinhao Sun Qiming Wu Wangze Song |
| author_facet | Xuelun Duan Nan Zheng Ming Li Gongbo Liu Xinhao Sun Qiming Wu Wangze Song |
| author_sort | Xuelun Duan |
| collection | DOAJ |
| description | Alkylidene ketenimines are rarely reported, but synthetically useful, reactive intermediates. Here, the authors disclose a three-component reaction of alkyne, azide and water by cycloaddition, nitrogen extrusion, and carbene-assisted rearrangement, via in situ formation of alkylidene ketenimine. |
| first_indexed | 2024-04-14T07:41:37Z |
| format | Article |
| id | doaj.art-a8dd4dce884c412ea57abd37cf03b3f6 |
| institution | Directory Open Access Journal |
| issn | 2041-1723 |
| language | English |
| last_indexed | 2024-04-14T07:41:37Z |
| publishDate | 2022-07-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj.art-a8dd4dce884c412ea57abd37cf03b3f62022-12-22T02:05:29ZengNature PortfolioNature Communications2041-17232022-07-0113111010.1038/s41467-022-32082-wCopper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene keteniminesXuelun Duan0Nan Zheng1Ming Li2Gongbo Liu3Xinhao Sun4Qiming Wu5Wangze Song6State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of TechnologyDepartment of Pharmaceutical Science, School of Chemical Engineering, Dalian University of TechnologyDepartment of Pharmaceutical Science, School of Chemical Engineering, Dalian University of TechnologyState Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of TechnologyState Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of TechnologyState Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of TechnologyState Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of TechnologyAlkylidene ketenimines are rarely reported, but synthetically useful, reactive intermediates. Here, the authors disclose a three-component reaction of alkyne, azide and water by cycloaddition, nitrogen extrusion, and carbene-assisted rearrangement, via in situ formation of alkylidene ketenimine.https://doi.org/10.1038/s41467-022-32082-w |
| spellingShingle | Xuelun Duan Nan Zheng Ming Li Gongbo Liu Xinhao Sun Qiming Wu Wangze Song Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines Nature Communications |
| title | Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines |
| title_full | Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines |
| title_fullStr | Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines |
| title_full_unstemmed | Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines |
| title_short | Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines |
| title_sort | copper catalyzed z selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines |
| url | https://doi.org/10.1038/s41467-022-32082-w |
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