Aza-Nazarov cyclization cascades

TETRAHEDRON LETTERS

卷:52

Article

Sai, Kiran Kumar Solingapuram¹  O'Connor, Matthew J.¹  Klumpp, Douglas A.¹ 

[1] No Illinois Univ, Dept Chem, De Kalb, IL 60115 USA

关键词: Heterocycles;    Aza-Nazarov;    Superacid;    N-Acyliminum ions;    Cyclization;   

DOI  :  10.1016/j.tetlet.2010.11.164

来源: Elsevier

【 摘 要 】

Benzamides with tethered acetal groups undergo reactions in CF3SO3H 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. (C) 2010 Elsevier Ltd. All rights reserved.

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