Multicatalytic Beckmann rearrangement of 2-hydroxylarylketone oxime: Switchable synthesis of benzo[d]oxazoles and N-(2-hydroxylaryl)amides. Issue 44 (31st October 2018)

• Record Type: Journal Article
• Authors: Li, Zhen; Fang, Chengtao; Zheng, Yannan; Qiu, Guanyinsheng; Li, Xiaofang; Zhou, Hongwei
• Is Part Of: Tetrahedron letters. Volume 59:Issue 44(2018)
• Page Start: 3934
• Page End: 3937
• Publication Date: 2018-10-31
• Subjects: Beckmann rearrangement -- Switchable synthesis -- Benzo[d]oxazoles -- Multicatalysis -- 2-Hydroxylarylketone oxime; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.09.043
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A BOP-Cl catalyzed Beckmann rearrangement is described toward benzo[ d ]oxazole. By using CNC as catalyst, N -(2-hydroxylaryl)amides is afforded as well. A switchable synthesis is reached by the use of different organocatalysts. Abstract: A switchable synthesis route is developed for benzo[ d ]oxazole derivatives and (2-hydroxylaryl)benzamide from 2-hydroxylbenzeneketoxime using organomolecules (BOP-Cl, and CNC) and Lewis acid cocatalyzed Beckmann rearrangement (BR) reaction. Further, this reaction is switched using different organocatalysts.