A Versatile Protocol for the Synthesis of Pyrazolyl-Substituted Pyridinium and Guanidinium Salts from Pyridone and Urea Derivatives
作者:Antje K. C. Echterhoff、Sivathmeehan Yogendra、Jutta Kösters、Roland Fischer、Jan J. Weigand
DOI:10.1002/ejoc.201403057
日期:2014.12
The trication (pyr3P2)3+ (1+, pyr = 3,5-dimethylpyrazolyl) is used as a convenient pyrazolyl-transfer reagent to convert 2-pyridones, 4-pyridones, and urea derivatives to pyrazolyl-substituted pyridinium or guanidinium triflate salts. This conversion represents a new, efficient, and highly functional-group-compatible approach that yields the desired products conveniently and in high yields. Typically
三阳离子 (pyr3P2)3+ (1+, pyr = 3,5-二甲基吡唑基) 用作方便的吡唑基转移试剂,可将 2-吡啶酮、4-吡啶酮和尿素衍生物转化为吡唑基取代的吡啶鎓或胍鎓三氟甲磺酸盐. 这种转化代表了一种新的、高效的、与官能团高度兼容的方法,可以方便地以高产率生产所需的产品。通常,该反应通过将底物的羰基氧原子交换为吡唑基部分而进行。然而,对于结构相关的 3-羟基吡啶,会发生不同的反应途径以产生亚磷酸三吡啶酯。反应的结果可以通过底物的内酰胺-内酰胺互变异构现象来解释,并进行了详细讨论。所有反应产物均通过元素分析和多核 NMR、IR、