1,4,5,6-Tetrahydropyridazine featuring an iminium cation flanked by a exocyclic double bond was successfully employed as N-acyliminium acceptor. Thus, in the presence of Lewis acid (BF3•OEt2), generation and in situ interception of 5-methylene N-acyl dihydropyridazinium species with a range of various nucleophiles afforded diversified and functionalized 5-methylenyl-1,4-dihydropyridazine derivatives in good yields with excellent γ’-regioselectivity.
5-Methylene N-Acyl Dihydropyridazinium Ions as Novel Mannich-Type Acceptors in 1,4 Additions of Nucleophiles
Giacomo Mari;Lucia De Crescentini;Fabio Mantellini;Stefania Santeusanio;Gianfranco Favi
2018
Abstract
1,4,5,6-Tetrahydropyridazine featuring an iminium cation flanked by a exocyclic double bond was successfully employed as N-acyliminium acceptor. Thus, in the presence of Lewis acid (BF3•OEt2), generation and in situ interception of 5-methylene N-acyl dihydropyridazinium species with a range of various nucleophiles afforded diversified and functionalized 5-methylenyl-1,4-dihydropyridazine derivatives in good yields with excellent γ’-regioselectivity.File in questo prodotto:
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