Organic Letters
Organic Letters
4 years ago

Domino Aza-Michael-ih-Diels–Alder Reaction to Various 3-Vinyl-1,2,4-triazines: Access to Polysubstituted Tetrahydro-1,6-naphthyridines

Domino Aza-Michael-ih-Diels–Alder Reaction to Various 3-Vinyl-1,2,4-triazines: Access to Polysubstituted Tetrahydro-1,6-naphthyridines
Franck Suzenet, Clément Berthonneau, Floris Buttard, Marie-Aude Hiebel, Mostafa Khouili, Magali Lorion, Jean-François Brière, Gérald Guillaumet, Jabrane Jouha
A straightforward domino aza-Michael-inverse-electron-demand-hetero-Diels–Alder/retro-Diels–Alder reaction between primary and secondary propargylamine derivatives and 3-vinyl-1,2,4-triazines is developed highlighting not only the uniqueness of this dual-heterocyclic platform but also a novel and unprecedented path to polysubstituted tetrahydro-1,6-naphthyridine scaffolds.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02132

DOI: 10.1021/acs.orglett.7b02132

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