tert-Butyl Bromide-Promoted Intramolecular Cyclization of 2-Arylamino Phenyl Ketones and Its Combination with Cu-Catalyzed C–N Coupling: Synthesis of Acridines at Room Temperature

Autor:	Cao Zifeng, Yu Wei, Yang He, Liang Xu, Yuan Zhu, Jinli Zhang, Xiaoman Li
Rok vydání:	2020
Předmět:	010405 organic chemistry Aryl Organic Chemistry Intermolecular force Intramolecular cyclization 010402 general chemistry tert-Butyl bromide 01 natural sciences Medicinal chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Bromide
Zdroj:	The Journal of Organic Chemistry. 85:10167-10174
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.0c00137
Popis:	Herein, a facile intramolecular cyclization of 2-arylamino phenyl ketones is established to supersede the traditional high-temperature, strongly acidic conditions and achieve 9-substituted acridines, by virtue of the combination of 2,2,2-trifluoroethanol and tert-butyl bromide. This protocol can be merged well with the preceding Cu-catalyzed intermolecular Chan-Evans-Lam cross-coupling reactions, therefore enabling pot-economic modular synthesis of 9-substituted acridines from readily available 2-amino phenyl ketones and aryl boronic acids at room temperature.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::83d02a65eac301b7afff4434a78c6b99 https://doi.org/10.1021/acs.joc.0c00137 Zobrazit plný text záznamu