The scope and mechanism of phosphonium-mediated SNAr reactions in heterocyclic amides and ureas

ZK Wan, S Wacharasindhu, CG Levins…

文献索引：Wan, Zhao-Kui; Wacharasindhu, Sumrit; Levins, Christopher G.; Lin, Melissa; Tabei, Keiko; Mansour, Tarek S. Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10194 - 10210

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被引用次数: 70

摘要

An efficient “one-step” synthesis of cyclic amidines and guanidines has been developed. Treatment of cyclic amides and ureas with benzotriazol-1-yloxytris (dimethylamino) phosphonium hexafluorophosphate (BOP), base, and nitrogen nucleophiles leads to the formation of the corresponding cyclic amidines and guanidines, typically in good to excellent yields. This method has also been used to prepare heteroaryl ethers and thioethers using ...