4H-1,4-Benzothiazine-1,1-dioxide derivatives were synthesized through a sequence of almost quantitative reactions. The commercial starting material 2-(methylsulfanyl)aniline was Boc-protected, N-acylated and oxidized at the sulfur atom to obtain a sulfonyl derivative. An anionic transposition of the acyl group followed by a simultaneous deprotection-cyclization gave the title products in excellent yields. All products and intermediates were fully characterized.
High yield synthesis of 4H-1,4-benzothiazine-1,1-dioxide derivatives
FATTUONI, CLAUDIA;CADONI, ENZO;CABIDDU, MARIA GRAZIA;USAI, MICHELE;
2008-01-01
Abstract
4H-1,4-Benzothiazine-1,1-dioxide derivatives were synthesized through a sequence of almost quantitative reactions. The commercial starting material 2-(methylsulfanyl)aniline was Boc-protected, N-acylated and oxidized at the sulfur atom to obtain a sulfonyl derivative. An anionic transposition of the acyl group followed by a simultaneous deprotection-cyclization gave the title products in excellent yields. All products and intermediates were fully characterized.
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