Reactions of 1,5-Diaryl-3-(trifluoromethyl)pent-1-en-4-yn-3-yl Cations with Benzene in TfOH. Synthesis of CF3-"Helicopter"-Like Molecules
Zerov, AV; Starova, GL; Suslonov, VV; Khoroshilova, OV; Vasilyev, AV
| HERO ID | 4271790 |
|---|---|
| In Press | No |
| Year | 2018 |
| Title | Reactions of 1,5-Diaryl-3-(trifluoromethyl)pent-1-en-4-yn-3-yl Cations with Benzene in TfOH. Synthesis of CF3-"Helicopter"-Like Molecules |
| Authors | Zerov, AV; Starova, GL; Suslonov, VV; Khoroshilova, OV; Vasilyev, AV |
| Journal | Organic Letters |
| Volume | 20 |
| Issue | 3 |
| Page Numbers | 784-787 |
| Abstract | Trimethylsilyl ethers of 1,5-diaryl-3-(trifluoromethyl)pent-1-en-4-yn-3-oles in superacid CF3SO3H (TfOH) give rise to the corresponding intermediate CF3-pentenynyl cations. These species react with benzene to afford conjugated CF3-pentenynes, which undergo subsequent cyclization, first, into CF3-cycloheptadienes and, finally, into unusual CF3-"helicopter"-like bicyclic structures. |
| Doi | 10.1021/acs.orglett.7b03920 |
| Pmid | 29341618 |
| Wosid | WOS:000424729800073 |
| Url | https://www.proquest.com/docview/2131900255?accountid=171501&bdid=64576&_bd=SkDkhlzOCWoS1k%2FP9gHIkgPspvY%3D |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |