Iodine-Mediated Domino Oxidative Cyclization: One-Pot Synthesis of 1,3,4-Oxadiazoles via Oxidative Cleavage of C(sp2)–H or C(sp)–H Bond

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• 作者：Yuxing Fan ; Yongqin He ; Xingxing Liu ; Ting Hu ; Haojie Ma ; Xiaodong Yang ; Xinliang Luo ; Guosheng Huang
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 5, 2016
• 年：2016
• 卷：81
• 期：15
• 页码：6820-6825
• 全文大小：390K
• 年卷期：0
• ISSN：1520-6904

文摘

An I₂-promoted, metal-free domino protocol for one-pot synthesis of 1,3,4-oxadiazoles has been developed via oxidative cleavage of C(sp²)–H or C(sp)–H bonds, followed by cyclization and deacylation. In this reaction, the use of K₂CO₃ as a base is found to be an essential factor in the cyclization and the C–C bond cleavage. This procedure proceeded smoothly in moderate to high yields with good functional group compatibility.