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Sydnone-Based Approach to Heterohelicenes through 1,3-Dipolar-Cycloadditions.
- Source :
-
Journal of the American Chemical Society [J Am Chem Soc] 2019 Jan 30; Vol. 141 (4), pp. 1435-1440. Date of Electronic Publication: 2019 Jan 15. - Publication Year :
- 2019
-
Abstract
- The first approach to pyrazole-containing helicenes via sydnone-aryne [3 + 2]-cycloaddition is described. An unprecedented regioselectivity in the cycloaddition step toward the more sterically constrained product was observed in the presence of extended aromatic scaffolds. DFT calculations enabled understanding the origin of this unexpected selectivity.
Details
- Language :
- English
- ISSN :
- 1520-5126
- Volume :
- 141
- Issue :
- 4
- Database :
- MEDLINE
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 30628450
- Full Text :
- https://doi.org/10.1021/jacs.8b11465