Synthesis of 1,2,4-Triazol-3-imines via Selective Stepwise Cycloaddition of Nitrile Imines with Organo-cyanamides.
Synthesis of 1,2,4-Triazol-3-imines via Selective Stepwise Cycloaddition of Nitrile Imines with Organo-cyanamides.
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DOI：
10.1021/acs.orglett.8b01673
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发表时间：
2018-06
期刊：
影响因子：
5.2
通讯作者：
Pallavi Sharma;Pallavi Sharma;Shreesha V. Bhat;M. Prabhath;A. Molino;Elisa Nauha;David J. D. Wilson;J. Moses
中科院分区：
文献类型：
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作者：
Pallavi Sharma;Pallavi Sharma;Shreesha V. Bhat;M. Prabhath;A. Molino;Elisa Nauha;David J. D. Wilson;J. Moses
报道了一种通过有机氰胺离子与腈亚胺偶极分子的选择性1，3-偶极环加成反应合成1，2，4-三唑-3-亚胺的简便方法。水解1，2，4-三唑-3-亚胺得到相应的1，2，4-三唑-5-酮。一个逐步的机制，支持DFT计算，被调用来解释反应的选择性。
A convenient method for the synthesis of 1,2,4-triazol-3-imines through a selective, formal, 1,3-dipolar cycloaddition of organo-cyanamide ions with nitrile imine dipoles is reported. Hydrolysis of the 1,2,4-triazol-3-imines yields the corresponding 1,2,4-triazol-5-ones. A stepwise mechanism, supported by DFT calculations, is invoked to explain the reaction selectivity.