Intramolecular azavinyl carbene-triggered rearrangement of furans
An intramolecular rhodium-catalyzed reaction of 1-tosyl-1,2,3-triazoles with furans has been explored. The tosylimino functionality was found to play a significant chemical role participating in the subsequent domino-transformations of a key reaction intermediate. One of the reaction pathways leads...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
26 July 2019
|
| In: |
Chemical science
Year: 2019, Volume: 10, Issue: 37, Pages: 8583-8588 |
| ISSN: | 2041-6539 |
| DOI: | 10.1039/C9SC02299F |
| Online Access: | Verlag, Volltext: https://doi.org/10.1039/C9SC02299F Verlag: https://pubs.rsc.org/en/content/articlelanding/2019/sc/c9sc02299f 
|
| Author Notes: | Anton S. Makarov, Maxim G. Uchuskin, A. Stephen K. Hashmi |
| Summary: | An intramolecular rhodium-catalyzed reaction of 1-tosyl-1,2,3-triazoles with furans has been explored. The tosylimino functionality was found to play a significant chemical role participating in the subsequent domino-transformations of a key reaction intermediate. One of the reaction pathways leads to valuable 2-formyl- and 2-acetylpyridine building blocks, which could be obtained in one-pot starting from easily accessible (furan-2-ylmethyl)propargyl amines. An original method for the synthesis of highly functionalized indolizines from the obtained pyridines has been proposed. |
|---|---|
| Item Description: | Gesehen am 31.10.2019 |
| Physical Description: | Online Resource |
| ISSN: | 2041-6539 |
| DOI: | 10.1039/C9SC02299F |