Copper-catalyzed synthesis of 1-amino-5-arylindazolo[3,2-b]quinazolin-7(5H)-ones via a ring-opening reaction of 4-halogenated isatin

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• 作者：Yong-Gang Ma ; Chao Li ; Chang-Sheng Yao ; Xiang-Shan Wang ; ^{xswang1974@yahoo.com" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Indazoloquinazoline ; CuI ; Ullmann coupling ; Synthesis
• 刊名：Tetrahedron
• 出版年：2016
• 出版时间：7 July 2016
• 年：2016
• 卷：72
• 期：27-28
• 页码：3844-3850
• 全文大小：536 K

文摘

The domino reaction of 4-halogenated isatins and 2-amino-N′-arylbenzohydrazides catalyzed by CuI in the presence of Cs₂CO₃ is described. A possible reaction mechanism containing the consecutive condensation, cyclization, C–N bond Ullmann coupling, ring-opening and decarboxylation is put forward according to the control experiments. This procedure provides an efficient method for the synthesis of fused polycyclic 1-amino-5-arylindazolo[3,2-b]quinazolin-7(5H)-ones derivatives in good yields.