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.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11576/2656843
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