Synthesis ( IF 2.2 ) Pub Date : 2017-12-12 , DOI: 10.1055/s-0036-1591851 Masato Matsugi 1 , Kotaro Ishihara 1 , Mayumi Kawashima 1 , Takatoshi Matsumoto 2 , Takayuki Shioiri 1
Abstract
5-Substituted 1H-tetrazoles were effectively synthesized from aldoximes and diphenyl phosphorazidate (DPPA) under reflux conditions in xylenes. Various aldoximes underwent the cycloaddition reaction to afford the corresponding 5-substituted 1H-tetrazoles in short reaction times and in good yields. Chiral aldoximes derived from amino acids also gave aminotetrazoles with almost no racemization.
5-Substituted 1H-tetrazoles were effectively synthesized from aldoximes and diphenyl phosphorazidate (DPPA) under reflux conditions in xylenes. Various aldoximes underwent the cycloaddition reaction to afford the corresponding 5-substituted 1H-tetrazoles in short reaction times and in good yields. Chiral aldoximes derived from amino acids also gave aminotetrazoles with almost no racemization.
中文翻译:
利用二苯基磷酸叠氮酸酯中叠氮化物阴离子从醛糖肟中实际合成5-取代的1H-四唑
摘要
在二甲苯中,在回流条件下,由醛肟和叠氮磷酸二苯酯(DPPA)有效合成了5位取代的1 H-四唑。各种醛肟进行环加成反应,以较短的反应时间和良好的收率得到相应的5-取代的1 H-四唑。衍生自氨基酸的手性醛肟也产生了氨基四唑,几乎没有外消旋作用。
在二甲苯中,在回流条件下,由醛肟和叠氮磷酸二苯酯(DPPA)有效合成了5位取代的1 H-四唑。各种醛肟进行环加成反应,以较短的反应时间和良好的收率得到相应的5-取代的1 H-四唑。衍生自氨基酸的手性醛肟也产生了氨基四唑,几乎没有外消旋作用。