Continuous-flow photo-induced decarboxylative annulative access to fused imidazole derivatives via a microreactor containing immobilized ruthenium
SCIE
SCOPUS
- Title
- Continuous-flow photo-induced decarboxylative annulative access to fused imidazole derivatives via a microreactor containing immobilized ruthenium
- Authors
- Adiyala, Praveen Reddy; Jang, Seungwook; Vishwakarma, Niraj K.; Hwang, Yoon-Ho; Kim, Dong-Pyo
- Date Issued
- 2020-02
- Publisher
- ROYAL SOC CHEMISTRY
- Abstract
- 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.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/107929
- DOI
- 10.1039/c9gc03496j
- ISSN
- 1463-9262
- Article Type
- Article
- Citation
- GREEN CHEMISTRY, vol. 22, no. 5, page. 1565 - 1571, 2020-02
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