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Synthesis of Chiral Benzoxa(thia)zepine and Pyridoxazepine Derivatives Using Palladium-Catalyzed Intramolecular Aryl Amination Reaction

✍ Scribed by Nirmal Das Adhikary; Partha Chattopadhyay

Publisher: John Wiley and Sons
Year: 2011
Tongue: English
Weight: 473 KB
Volume: 2011
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.201101174

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✦ Synopsis

Abstract

A palladium‐catalyzed method employing different bulky biaryl phosphanes as ligands has been developed for the intramolecular amination of aryl bromides and iodides. A variety of aryl halide substrates have been aminated through the intramolecular pathway in good yield using different sugar‐derived amines to give furo‐benzoxa(thia)zepine and pyridoxazepine derivatives. The method is capable of furnishing chiral, enantiopure benzoxa(thia)zepines and pyridoxazepines of significant biological importance.

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