Ring transformations of ¦Â-lactam-condensed 1,3-benzothiazines to isoquinoline and thiazole derivatives by sulfur extrusion and addition sequences
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- 作者：Lajos Fodor ; P¨¦ter Csom¨®s ; Antal Cs¨¢mpai ; P¨¢l Soh¨¢r
- 关键词：Ring transformation ; Dichloro-¦Â-lactam ; 1 ; 3-Benzothiazine ; Isoquinoline ; Benzothiazepine ; Thiazole
- 刊名：Tetrahedron
- 出版年：2012
- 出版时间：12 August, 2012
- 年：2012
- 卷：68
- 期：32
- 页码：6581-6586
- 全文大小：257 K
文摘
The ring transformations of dichloro-¦Â-lactam-fused 2-aryl-1,3-benzothiazines with sodium methoxide were investigated. With 2?equiv of base, the dichloro-¦Â-lactam derivatives underwent rearrangement and dihydro-1,4-benzothiazepines, 3,4-substituted isoquinolines and substituted thiazole disulfides were isolated. A possible reaction mechanism is proposed for the simultaneous formation of the novel products. The formation of isoquinoline and thiazole derivatives can be explained by sulfur extrusion and addition sequences.