Facile, Selective, and Regiocontrolled Synthesis of Oxazolines and Oxazoles Mediated by ZnI2 and FeCl3

An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various functionalities was well tolerated to give 2-oxazolines and 2-oxazoles i...

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Veröffentlicht in:	Organic letters 2012-09, Vol.14 (17), p.4478-4481
Hauptverfasser:	Senadi, Gopal Chandru, Hu, Wan-Ping, Hsiao, Jia-Shing, Vandavasi, Jaya Kishore, Chen, Chung-Yu, Wang, Jeh-Jeng
Format:	Artikel
Sprache:	eng
Schlagworte:	Catalysis Chlorides - chemistry Cyclization Ferric Compounds - chemistry Iodides - chemistry Lewis Acids - chemistry Molecular Structure Oxazoles - chemical synthesis Oxazoles - chemistry Zinc Compounds - chemistry
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Beschreibung
Zusammenfassung:	An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various functionalities was well tolerated to give 2-oxazolines and 2-oxazoles in good to excellent yields under mild reaction conditions.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol301980g