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Synthesis and Application ofN-Tosyl Piperidinyl-Containing α-Aminophosphonates
Phosphorus, Sulfur, and Silicon and the Related Elements ( IF 1.4 ) Pub Date : 2013-07-22 , DOI: 10.1080/10426507.2012.729236
Zhifu Jiang 1 , Jian Zhao 1 , Beibei Gao 1 , Shuo Chen 1 , Wenyan Qu 1 , Xiangdong Mei 1 , Changhui Rui 1 , Jun Ning 1 , Dongmei She 1
Affiliation  

Abstract A series of novel (4′-tosyl) piperidin-4-yl containing α-aminophosphonates were synthesized by a one-pot reaction, efficiently catalyzed by magnesium perchlorate, under solvent-free conditions from 1-tosylpiperidin-4-one, substituted aromatic amines, and diethyl phosphite (DEP). The synthesized compounds were characterized by IR, 1H NMR, 13C NMR, 31P NMR, and HRMS spectroscopy. A single-crystal X-ray structure of diethyl 4-(2-chlorophenyl) amino-1-(4’-methylbezenesulfonyl) piperidin-4-yl-phosphonate (2a) was obtained, and some of the title compounds displayed insecticidal activities against Plutella xylostella. Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures and tables. GRAPHICAL ABSTRACT

中文翻译:

含N-甲苯磺酰基哌啶基的α-氨基膦酸酯的合成与应用

摘要 在高氯酸镁的有效催化下,在无溶剂条件下,由 1-tosylpiperidin-4-one、取代的 α-氨基膦酸酯通过一锅反应合成了一系列新型(4'-甲苯磺酰基)哌啶-4-基。芳香胺和亚磷酸二乙酯 (DEP)。合成的化合物通过IR、1H NMR、13C NMR、31P NMR和HRMS光谱表征。获得了 4-(2-氯苯基) 氨基-1-(4'-甲基苯磺酰基)哌啶-4-基-膦酸二乙酯 (2a) 的单晶 X 射线结构,部分标题化合物显示出杀虫活性小菜蛾。补充材料可用于本文。访问出版商在线版的磷、硫和硅以及相关元素,获取以下免费补充文件:附加图和表格。
更新日期:2013-07-22
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