| Full text | |
| Author(s): |
da Silva, Amanda F.
[1]
;
Afonso, Marco A. S.
[1]
;
Cormanich, Rodrigo A.
[1]
;
Jurberg, Igor D.
[1]
Total Authors: 4
|
| Affiliation: | [1] Univ Estadual Campinas, Dept Organ Chem, Inst Chem, Rua Monteiro Lobato 270, BR-13083862 Campinas, SP - Brazil
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | CHEMISTRY-A EUROPEAN JOURNAL; v. 26, n. 25 MAR 2020. |
| Web of Science Citations: | 0 |
| Abstract | |
A visible-light-promoted photochemical protocol is reported for the coupling of aryldiazoacetates with boronic acids. This photochemical reaction shows great enhancement compared to the same protocol performed in the absence of light. Except for a few cases, the room temperature coupling in the dark (thermal process) generally does not work. When it does, it is likely to also involve free carbenes as key intermediates. Alternatively, photochemical reactions show a broad scope, can be performed under air and tolerate a wide variety of functional groups. Reaction-evolution monitoring, DFT calculations and control experiments have been used to evaluate the main aspects of this intricate mechanistic scenario. Biologically active molecules Adiphenine, Benactyzine and Aprophen have been prepared as examples of synthetic applications. (AU) | |
| FAPESP's process: | 18/03910-1 - Physicochemical studies of fluorinated organic compounds: experimental and theoretical approaches |
| Grantee: | Rodrigo Antonio Cormanich |
| Support Opportunities: | Research Grants - Young Investigators Grants |
| FAPESP's process: | 18/21979-9 - Physical organic chemistry studies of peroxides and dissulfides for the understanding of their properties and reactivities |
| Grantee: | Marco Aurélio de Souza Afonso |
| Support Opportunities: | Scholarships in Brazil - Scientific Initiation |
| FAPESP's process: | 17/24017-0 - Application of Isoxazolones in Organic Synthesis |
| Grantee: | Igor Dias Jurberg |
| Support Opportunities: | Regular Research Grants |