Exocyclic–Endocyclic N??Acyliminium Ion Equilibration via an Intramolecular α??Thioamidoalkylation in the Synthesis of Fused N, S??Heterocyclic Systems: Some New …

N Hucher, A Pesquet, P Netchitaïlo…

Index: Hucher, Nicolas; Pesquet, Anthony; Netchitailo, Pierre; Daich, Adam European Journal of Organic Chemistry, 2005 , # 13 p. 2758 - 2770

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Citation Number: 10

Abstract

Abstract The reactivity of N-[aryl (or alkyl) thio (oxo or seleno) alkylamidals 6 bearing the N- (CH 2) nX-(CH 2) m-Ar functionality towards neat TFA has been examined. Substrates of type 6 give, together with the products 11, 17, 19, and 25 of the “expected” π-cyclization process, the “unexpected” products 12, 18, and 26 resulting from a new tandem heteroamidoalkylation/isomerization/π-cyclization. The composition of the final isomeric ...