Cesium Carboxylate-Promoted Iridium Catalyzed C–H Amidation/Cyclization with 2,2,2-Trichloroethoxycarbonyl Azide

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• 作者：Tao Zhang ; Zhen Wang ; Xuejiao Hu ; Meng Yu ; Tianning Deng ; Guigen Li ; Hongjian Lu
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：June 3, 2016
• 年：2016
• 卷：81
• 期：11
• 页码：4898-4905
• 全文大小：517K
• 年卷期：0
• ISSN：1520-6904

文摘

An Ir(III)-catalyzed direct C–H amidation/cyclization of benzamides using 2,2,2-trichloroethoxycarbonyl azide (TrocN₃) as the aminocarbonyl source is reported. With the aid of cesium carboxylate, the reactions proceed efficiently and with high regioselectivity, producing various functionalized quinazoline-2,4(1H,3H)-diones, which are important building blocks and key synthetic intermediates for biologically and medicinally important compounds. During the reactions, two new C–N bonds were formed by breaking C–H and N–H bonds sequence.