Continuous-flow photo-induced decarboxylative annulative access to fused imidazole derivatives via a microreactor containing immobilized ruthenium
Visible-light-driven continuous-flow decarboxylative annulation was achieved and used along with a microreactor containing immobilized ruthenium catalyst to construct valuable fused imidazole derivatives with high yields under an open atmosphere. Notably, this chemistry included the use of l-proline...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2020-03, Vol.22 (5), p.1565-1571 |
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| container_issue | 5 |
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| container_title | Green chemistry : an international journal and green chemistry resource : GC |
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| creator | Adiyala, Praveen Reddy Jang, Seungwook Vishwakarma, Niraj K. Hwang, Yoon-Ho Kim, Dong-Pyo |
| description | Visible-light-driven continuous-flow decarboxylative annulation was achieved and used along with a microreactor containing immobilized ruthenium catalyst to construct valuable fused imidazole derivatives with high yields under an open atmosphere. Notably, this chemistry included the use of l-proline and alpha-azidochalcone as precursors of an alpha-amino radical and 2H-azirine via photo-induced decarboxylation and denitrogenation, respectively, to give the annulated imidazole derivatives as a result of the formation of two new C-N bonds. Moreover the novel, environmentally benign and efficient continuous-flow protocol was further improved by carrying out the reaction in a polydimethylsiloxane (PDMS) microreactor with immobilized Ru3+ under fluorescent or white LED light, enabling excellent yields (70-94%) at a reaction time (2 min) significantly shorter than that (16 h) of the batch protocol. |
| doi_str_mv | 10.1039/c9gc03496j |
| format | Article |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Amino radical Catalysts Chemical reactions Chemistry Chemistry, Multidisciplinary Continuous flow Decarboxylation Denitrogenation Derivatives Fluorescence Green & Sustainable Science & Technology Green chemistry Imidazole Light emitting diodes Physical Sciences Polydimethylsiloxane Proline Reaction time Ruthenium Science & Technology Science & Technology - Other Topics Silicone resins |
| title | Continuous-flow photo-induced decarboxylative annulative access to fused imidazole derivatives via a microreactor containing immobilized ruthenium |
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