Solvent/Oxidant-Switchable Synthesis of Multisubstituted Quinazolines and Benzimidazoles via Metal-Free Selective Oxidative Annulation of Arylamidines

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• 作者：Jian-Ping Lin ; Feng-Hua Zhang ; Ya-Qiu Long
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：June 6, 2014
• 年：2014
• 卷：16
• 期：11
• 页码：2822-2825
• 全文大小：363K
• 年卷期：v.16,no.11(June 6, 2014)
• ISSN：1523-7052

文摘

A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp³)鈥揅(sp²) and C(sp²)鈥揘 bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp³C鈥揌/sp²C鈥揌 direct coupling of the amidine with K₂S₂O₈ as the oxidant. No metal, base, or other additives were needed.