Metal-free regioselective construction of 2-aryl-2H-tetrazol-5-yl difluoromethylene phosphonates  

作　　者：Shi-Jing Zhai Dominique Cahard Fa-Guang Zhang Jun-An Ma 

机构地区：[1]Department of Chemistry,Tianjin Key Laboratory of Molecular Optoelectronic Sciences,Frontiers Science Center for Synthetic Biology(Ministry of Education),and Tianjin Collaborative Innovation Centre of Chemical Science&Engineering,Tianjin University,Tianjin 300072,China [2]Joint School of National University of Singapore and Tianjin University,International Campus of Tianjin University,Fuzhou 350207,China [3]CNRS UMR 6014 COBRA,Normandie Université,Mont Saint Aignan 76821,France

出　　处：《Chinese Chemical Letters》2022年第2期863-866,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China (Nos.21772142,21901181 and 21961142015);the National Key Research and Development Program of China (No.2019YFA0905100);Tianjin Municipal Science & Technology Commission (No.19JCQNJC04700);the CNRS in France。

摘　　要：Three bench-stable difluoromethylene phosphonate hydrazones were prepared from simple diethyl(difluoromethyl)phosphonate within two steps in good yields. The [3 + 2] cycloaddition reaction of these diazo precursors with aryl diazonium salts has been accomplished under metal-free conditions with exclusive regioselectivity. This transformation provides practical access to a broad panel of 2-aryl-2 H-tetrazol-5-yl difluoromethylene phosphonates, including the corresponding derivatives of amino acid(phenylalanine) and drug cores(Pomalidomide and Lapatinib fragment).

关 键 词：TETRAZOLE Cycloaddition Difluoromethylene phosphonate Regioselectivity Diazonium salt 

分 类 号：TQ460.1[化学工程—制药化工]