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Visible Light Activation of Boronic Esters Enables Efficient Photoredox C(sp2)–C(sp3) Cross‐Couplings in Flow
| Content Provider | Semantic Scholar |
|---|---|
| Author | Lima, Fabio Kabeshov, Mikhail A. Tran, Duc Nhan Battilocchio, Claudio Sedelmeier, Joerg Sedelmeier, Gottfried Schenkel, Berthold Ley, Steven V. |
| Copyright Year | 2016 |
| Abstract | We report herein a new method for the photoredox activation of boronic esters. Using these reagents, an efficient and high-throughput continuous flow process was developed to perform a dual iridium- and nickel-catalyzed C(sp2 )-C(sp3 ) coupling by circumventing solubility issues associated with potassium trifluoroborate salts. Formation of an adduct with a pyridine-derived Lewis base was found to be essential for the photoredox activation of the boronic esters. Based on these results we were able to develop a further simplified visible light mediated C(sp2 )-C(sp3 ) coupling method using boronic esters and cyano heteroarenes under flow conditions. |
| Starting Page | 14085 |
| Ending Page | 14089 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| DOI | 10.1002/anie.201605548 |
| Alternate Webpage(s) | https://www.ch.cam.ac.uk/files/posters/Ley4.pdf |
| Alternate Webpage(s) | https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0036-1589685.pdf |
| Alternate Webpage(s) | https://www.repository.cam.ac.uk/bitstream/handle/1810/261215/Lima_et_al-2016-Angewandte_Chemie_International_Edition-VoR.pdf;jsessionid=677896790BA7ED5435B5ED55C18A7C8A?sequence=1 |
| PubMed reference number | 27709749 |
| Alternate Webpage(s) | https://doi.org/10.1002/anie.201605548 |
| Journal | Medline |
| Volume Number | 55 |
| Journal | Angewandte Chemie |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
