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Access to the New Isoindolo[1,3]benzothiazocinones via the Combination of N-Acyliminium Chemistry and Friedel—Crafts Type π-Cyclization

Authors :
Hucher, Nicolas
Pesquet, Anthony
Netchitaïlo, Pierre
Daïch, Adam
Cul, Armelle
Decroix, Bernard
Sanz, Gérard
Van Hijfte, Luc
Unité de Recherche en Chimie Organique et Macromoléculaire (URCOM)
Université Le Havre Normandie (ULH)
Normandie Université (NU)-Normandie Université (NU)
Normandie Université (NU)
Source :
Heterocycles, Heterocycles, The Japan Institute of Heterocyclic Chemistry, 2004, 64 (1), pp.33. ⟨10.3987/COM-04-S(P)18⟩
Publication Year :
2005
Publisher :
Wiley, 2005.

Abstract

New racemic and chiral [4,2]- and [3,5]benzothiazocines (4) and (5) in the isoindolinone series were synthesized easily in few steps based on the combination of N-acyliminium chemistry and π-cationic cyclization of acylium ions. The chemoselectivity observed during these processes, particularly in the reduction, the thioalkylation and the cyclization stages, were also discussed.

Details

ISSN :
15222667, 09317597, 03855414, and 18810942
Volume :
36
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi.dedup.....5deb39f6518af966b019f66d951895b5