Copper-Catalyzed Cascade Substitution/Cyclization of N-Isocyanates: A Synthesis of 1-Aminobenzimidazolones

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• 作者：Jing An ; Howard Alper ; André M. Beauchemin
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：18
• 期：14
• 页码：3482-3485
• 全文大小：385K
• 年卷期：0
• ISSN：1523-7052

文摘

A copper-catalyzed cascade reaction of in situ generated nitrogen-substituted isocyanates (N-isocyanates) and 2-iodoanilines has been developed. The cascade relies on the base-catalyzed substitution of masked N-isocyanates, followed by Cu(I)-catalyzed coupling to afford a variety of 1-aminobenzimidazolones in moderate to excellent yields. This is the first example of a transition-metal-catalyzed cascade reaction involving N-isocyanate intermediates.