Synthesis of novel dihydronaphthothiazine S, S-dioxides by intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides using Amberlyst XN-1010. Issue 52 (30th December 2015)

• Record Type: Journal Article
• Authors: Sasiambarrena, Leandro D.; Cánepa, Alicia S.; Bravo, Rodolfo D.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 52(2015)
• Page Start: 7184
• Page End: 7189
• Publication Date: 2015-12-30
• Subjects: Naphthothiazines -- Heterogeneous catalysis -- Cyclization reactions -- Amberlyst XN-1010 -- Sultams; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.11.042
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: We describe herein an efficient synthetic method for novel dihydronaphthothiazines S, S -dioxides by aromatic intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides with s -trioxane using Amberlyst XN-1010 as acid heterogeneous catalyst. Cyclization of the formed sulfonyliminium ion occurred with high regioselectivity and in excellent yields.