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Nickel-catalyzed hydroalkylation and hydroalkenylation of 1,3-dienes with hydrazones† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c9sc04177j
| Content Provider | Semantic Scholar |
|---|---|
| Author | Cheng, Lei Li, Mingming Wang, Biao Xiao, Lijun Xie, Jian-Hua Zhou, Qi-Lin |
| Copyright Year | 2019 |
| Abstract | Transition-metal-catalyzed hydrofunctionalization of 1,3-dienes is a useful and atom-economical method for constructing allylic compounds. Although substantial progress on hydroalkylation of dienes with stabilized carbon nucleophiles has been made, hydroalkylation of dienes with unstabilized carbon nucleophiles has remained a challenge. In this article, we report a protocol for nickel-catalyzed hydroalkylation of dienes with hydrazones, which serve as equivalents of alkyl carbon nucleophiles. In addition, we developed a protocol for hydroalkenylation of dienes with α,β-unsaturated hydrazones, providing a new method for the synthesis of 1,4-dienes. These hydroalkylation and hydroalkenylation reactions feature mild conditions and a wide substrate scope, and the utility of the reaction products is demonstrated by the preparation of an activator of soluble guanylate cyclase. |
| Starting Page | 10417 |
| Ending Page | 10421 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c9sc04177j |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c9/sc/c9sc04177j/c9sc04177j1.pdf |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/articlepdf/2019/sc/c9sc04177j |
| PubMed reference number | 32110333 |
| Alternate Webpage(s) | https://doi.org/10.1039/c9sc04177j |
| Journal | Medline |
| Volume Number | 10 |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
