α-Alkylation of ketimines using visible light photoredox catalysis
A novel α-alkylation of N-diphenylphosphinoyl ketimines with α-bromocarbonyl compounds has been accomplished using visible light photoredox catalysis. The reaction proceeds under remarkably mild conditions: at 35 °C, in 20 hours, under blue light irradiation (1 W), in the presence of a tertiary amin...
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| Format: | Journal article |
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Royal Society of Chemistry
2017
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| _version_ | 1797072844158402560 |
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| author | Franchino, A Rinaldi, A Dixon, D |
| author_facet | Franchino, A Rinaldi, A Dixon, D |
| author_sort | Franchino, A |
| collection | OXFORD |
| description | A novel α-alkylation of N-diphenylphosphinoyl ketimines with α-bromocarbonyl compounds has been accomplished using visible light photoredox catalysis. The reaction proceeds under remarkably mild conditions: at 35 °C, in 20 hours, under blue light irradiation (1 W), in the presence of a tertiary amine and catalytic amounts of Ru- and Ni-based complexes. Chemoselective transformation of the products provides access to 1,4-dicarbonyl compounds, protected GABA analogues and γ-lactams. |
| first_indexed | 2024-03-06T23:13:31Z |
| format | Journal article |
| id | oxford-uuid:6651190a-04e0-4f9c-9a96-68f8f132cfc1 |
| institution | University of Oxford |
| last_indexed | 2024-03-06T23:13:31Z |
| publishDate | 2017 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | oxford-uuid:6651190a-04e0-4f9c-9a96-68f8f132cfc12022-03-26T18:31:08Zα-Alkylation of ketimines using visible light photoredox catalysisJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:6651190a-04e0-4f9c-9a96-68f8f132cfc1Symplectic Elements at OxfordRoyal Society of Chemistry2017Franchino, ARinaldi, ADixon, DA novel α-alkylation of N-diphenylphosphinoyl ketimines with α-bromocarbonyl compounds has been accomplished using visible light photoredox catalysis. The reaction proceeds under remarkably mild conditions: at 35 °C, in 20 hours, under blue light irradiation (1 W), in the presence of a tertiary amine and catalytic amounts of Ru- and Ni-based complexes. Chemoselective transformation of the products provides access to 1,4-dicarbonyl compounds, protected GABA analogues and γ-lactams. |
| spellingShingle | Franchino, A Rinaldi, A Dixon, D α-Alkylation of ketimines using visible light photoredox catalysis |
| title | α-Alkylation of ketimines using visible light photoredox catalysis |
| title_full | α-Alkylation of ketimines using visible light photoredox catalysis |
| title_fullStr | α-Alkylation of ketimines using visible light photoredox catalysis |
| title_full_unstemmed | α-Alkylation of ketimines using visible light photoredox catalysis |
| title_short | α-Alkylation of ketimines using visible light photoredox catalysis |
| title_sort | α alkylation of ketimines using visible light photoredox catalysis |
| work_keys_str_mv | AT franchinoa aalkylationofketiminesusingvisiblelightphotoredoxcatalysis AT rinaldia aalkylationofketiminesusingvisiblelightphotoredoxcatalysis AT dixond aalkylationofketiminesusingvisiblelightphotoredoxcatalysis |