Arkivoc

N-Benzoyl-N-methylsulfonylanthranilates: unexpected cyclization reaction to 4-alkoxy-2, 1-benzothiazines

…, F Meschini, F Costantino, O Tabarrini, V Cecchettia

Index: Manfroni, Giuseppe; Meschini, Francesco; Costantino, Ferdinando; Tabarrini, Oriana; Cecchettia, Violetta Arkivoc, 2011 , vol. 2011, # 9 p. 165 - 176

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Abstract

Abstract The synthesis of 4-alkoxy-1H-2, 1-benzothiazine 2, 2-dioxide derivatives was achieved through an unexpected base-mediated cyclization of N-benzoyl-N- methylsulfonylanthranilates. A reaction mechanism involving the sulfene species has been postulated. The obtained 4-alkoxy derivatives can be further functionalized at the N-1 position allowing unsymmetrically N, O-disubstituted 1H-2, 1-benzothiazines 2, 2-dioxide ...

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