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Photoredox-catalyzed hydrosulfonylation reaction of electron-deficient alkenes with substituted Hantzsch esters and sulfur dioxide.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Wang, Xuefeng Yang, Min Xie, Wenlin Fan, Xiaona |
| Copyright Year | 2019 |
| Abstract | A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence of photoredox catalysis under visible light irradiation is described. Not only (E)-chalcones but also (vinylsulfonyl)benzene and 2-vinylpyridine are all suitable substrates in the transformation. This sulfonylation reaction under mild conditions shows a broad substrate scope with a good functional group compatibility. A plausible mechanism is proposed, which shows that the 4-substituted Hantzsch esters would be radical reservoirs under photoredox catalysis. The alkyl radical generated in situ from the 4-substituted Hantzsch ester would be trapped by sulfur dioxide to produce an alkylsulfonyl radical, which would then undergo further transformation leading to the final outcome. |
| Starting Page | 6010 |
| Ending Page | 6013 |
| Page Count | 4 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c9cc03004b |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c9/cc/c9cc03004b/c9cc03004b1.pdf |
| PubMed reference number | 31062012 |
| Alternate Webpage(s) | https://doi.org/10.1039/c9cc03004b |
| Journal | Medline |
| Volume Number | 55 |
| Issue Number | 43 |
| Journal | Chemical communications |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
