Unexpected desulfonation of α-phenylsulfonyl enaminoacrylates during their cyclisation to new N-aryl 4H-1,4-benzothiazine-1,1-dioxides

Article abstract of DOI:10.1080/10426500108040258

An unexpected desulfonation of α-phenylsulfonyl-enaminoacrylates occurred during their cyclisation to novel 6,7-dichloro-N-aryl-4H-1,4-benzothiazine-1,1-dioxides using potassium carbonate and silver nitrate in DMF. This last cyclisation step was not completed in five hours of reaction but, instead of higher yields of the desired cyclic 4H-benzothiazines, a mixture of the above mentioned target compounds and desulfonated N-formyl-2-aryl-enaminoacrylates were obtained.

Full text of DOI:10.1080/10426500108040258

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Phosphorus, Sulfur, and Silicon
and the Related Elements
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UNEXPECTED DESULFONATION
OF α-PHENYLSULFONYL
ENAMINOACRYLATES DURING
THEIR CYCLISATION TO NEW N-
ARYL 4H-1,4-BENZOTHIAZINE-
l,l-DIOXIDES
Simón E. López a , Jaime Charris c , Neudo Urdaneta
a , Carlos E. Canelón a , José Salazar a , Julio
Herrera b & Jorge E. Angel d
a Luboratorio de Quimica Orgánica , 210
b Laboratorio de Resonanica Magnética Nuclear,
Departamento de Química , Universidad Simón
Bolivar , Valle de Sartenejas, Caracas 1080-A,
Aparatado, 89000, Venczuela
c Laboratorio de Sintesis Orgánica, piso, I Facultad
de Farmacia , Universidad Central de Venzuela , Los
Chaguaramos, Caracas, 1051-A, Venzuela
d Laboratorio de Sintesis Orgánica y Diseño
Molecular, Departamento de Química, Módulo II.
Facultad Experimental de Ciencias , Universidad del
Zulia, Maracaibo , Venezuela
Published online: 04 Oct 2006.
To cite this article: Simón E. López , Jaime Charris , Neudo Urdaneta , Carlos
E. Canelón , José Salazar , Julio Herrera & Jorge E. Angel (2001) UNEXPECTED
DESULFONATION OF α-PHENYLSULFONYL ENAMINOACRYLATES DURING THEIR
CYCLISATION TO NEW N-ARYL 4H-1,4-BENZOTHIAZINE-l,l-DIOXIDES, Phosphorus, Sulfur,
and Silicon and the Related Elements, 175:1, 87-97, DOI: 10.1080/10426500108040258

To link to this article: http://dx.doi.org/10.1080/10426500108040258
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