- Journal
- EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Année
- 2022
- Volume
- 2022
- Numéro
- 22
- Article
- e202200509
- Mois
- JUN 13
- DOI
- 10.1002/ejoc.202200509
Abstract
Hydroxamates derived from 3-sulfolene-3-carboxylic acid can be involved in intra- and intermolecular rhodium(III)-catalyzed heteroannulations with alkynes proceeding through C(sp(2))-H bond activation. These transformations allow for a straightforward access to diversely substituted pyridones, and to pyridines fused to a sulfolene ring after functional group transformations. Subsequent cheletropic elimination of sulfur dioxide can be achieved under microwave irradiation to generate pyridine ortho-quinodimethanes. These results demonstrate that the scope of rhodium(III)-catalyzed C(sp(2))-H functionalizations can be extended to sulfolenes, a yet unexplored class of alkenes in these latter transformations, thereby affording access to valuable classes of heterocyclic products.