Traceless synthetic approach towards oxaza-dicyclopenta[a,h]naphthalenes under solvent-free condition: a basic alumina-supported green protocol

详细信息    查看全文

• 作者：Rupankar Paira ; Shyamal Mondal ; Arpan Chowdhury ; Maitreyee Banerjee ; Arindam Maity ; Abhijit Hazra ; Nirup B. Mondal ; ^{nirup@iicb.res.in}
• 关键词：Oxaza-dicyclopenta[a ; h]naphthalene ; Furo[3 ; 2-h]quinolinium ; 1 ; 3-Dipolar cycloaddition ; Basic alumina ; Green chemistry
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：12 June, 2013
• 年：2013
• 卷：54
• 期：24
• 页码：3046-3050
• 全文大小：855 K

文摘

A novel class of oxaza-dicyclopenta[a,h]naphthalenes was efficiently constructed from furo[3,2-h]quinoliniums through a 1,3-dipolar cycloaddition reaction employing basic alumina as the solid support. The distinguished features of this methodology encompass high yield, minimal reaction time, operational simplicity and general applicability coupled with structural novelty of the products. The intermediate furo[3,2-h]quinoliniums were easily derived through a two-step methodology, namely a tandem Sonogashira-alkynylation-cyclization, followed by quaternization of the furo[3,2-h]quinoline scaffold.