Sai Kiran Kumar Solingapuram, O'Connor Matthew J, Klumpp Douglas A
Department of Chemistry, Northern Illinois University, DeKalb, IL 60115, United States.
Tetrahedron Lett. 2011 Apr 27;52(17):2195-2198. doi: 10.1016/j.tetlet.2010.11.164.
Benzamides with tethered acetal groups undergo reactions in CF(3)SO(3)H to give ring-fused isoindolinones by a cyclization cascade. The reaction initially forms an N-acyliminium ion which then gives the isoindolinone by the aza-Nazarov reaction. An unusual variant also cyclizes at the allylic position.
带有连接缩醛基团的苯甲酰胺在三氟甲磺酸(CF(3)SO(3)H)中发生反应,通过环化级联反应生成稠环异吲哚啉酮。该反应最初形成一个N-酰基亚胺离子,然后通过氮杂-Nazarov反应生成异吲哚啉酮。一种不寻常的变体也在烯丙基位置发生环化反应。