ISSN : 0970 - 020X, ONLINE ISSN : 2231-5039
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Abstract

One-pot regioselective synthesis of n-benzoyl 2-amino-3,4-dihydro-3-oxo-2h-1,4-benzothiazines

E. Mabrouk¹, A. Elachqar¹, A. Alami¹*, A. El Hallaoui¹ and S. El Hajji¹


Abstract:

A protocol for regioselective one-pot synthesis of 2-amino-3,4-dihydro-3-oxo-2H-1,4- benzothiazines has been developed. Starting from commercially available 2-aminothiophenols, a basemediated regioselective S-alkylation took place with methyl α-azido glycinates to give the acyclic intermediates, which underwent spontaneously an intramolecular amidation reaction to furnish 2-amino- 3,4-dihydro-3-oxo-2H-1,4-benzothiazines in 68% yields.

Keywords:

amino acids; methyl α-azido glycinate; 2-aminothiophenol; S-alkylation; N-alkylation; N-benzoyl 2-amino-3;4-dihydro-3-oxo-2H-1;4-benzothiazines

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