A novel approach toward the synthesis of azetidinones derivatives

作者：Nandeshwarappa, B. P.^*; Manjappa, S.; Kishore, B.

来源：Journal of Sulfur Chemistry, 2011, 32(5): 475-481.

DOI：10.1080/17415993.2011.601870

• azetidinones
• 3-formyl-2-chloroquinoline
• Schiff base
• thieno[2,3-b]quinolines
• sulfur chemistry

A convenient, efficient and inexpensive procedure for the synthesis of thieno[2,3-b]quinolines was devised. 3-Formyl-2-chloroquinoline 2a on treating with various substituted anilines 3a-e produced N-[(1E)-(2-chloroquinolin-3-yl)methylidene]anilines 4a-e. The resulted compounds on further treatment with chloroacetyl chloride gave substituted azetidinones 5a-e. These compounds are easily converted to thieno[2,3-b]quinolines 6a-e by using sodium sulfide in ethanol. The structures of all the newly synthesized compounds were elucidated on the basis of elemental analysis, IR, H-1 NMR and mass spectral data.
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• 出版日期2011
• 单位华东理工大学