[3 + 2] Cycloaddition/Oxidative Aromatization Sequence via Photoredox Catalysis: One-Pot Synthesis of Oxazoles from 2H-Azirines and Aldehydes

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• 作者：Ting-Ting Zeng ; Jun Xuan ; Wei Ding ; Kuan Wang ; Liang-Qiu Lu ; Wen-Jing Xiao
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：August 21, 2015
• 年：2015
• 卷：17
• 期：16
• 页码：4070-4073
• 全文大小：375K
• ISSN：1523-7052

文摘

A novel [3 + 2] cycloaddition/oxidative aromatization sequence via visible light-induced photoredox catalysis is disclosed. It provides a general synthetic route to 2,4,5-trisubstituted oxazoles from easily accessible 2H-azirines and aldehydes under mild reaction conditions. The potential of this strategy was further demonstrated by the rapid synthesis of a cyclooxygenase-2 inhibitor as well as the success of employing electron-deficient alkenes and imines as the reaction partners.