Synthesis ( IF 2.2 ) Pub Date : 2018-07-02 , DOI: 10.1055/s-0037-1610179 Isidro Pastor 1 , Patricia Gisbert 1
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Abstract
An efficient and selective multicomponent oxidative coupling, involving the use of two different amines, sodium phosphate, and elemental sulfur have been described for the preparation of thioamides, employing microwave irradiation. The use of an iron(III)-based imidazolium salt is essential as catalyst. Indeed, the iron-based catalyst is involved in the oxidative coupling of the two amines and in the subsequent C–S bond formation. The protocol is useful for a wide variety of primary benzylamines and alkylamines, as coupling partners. Thus, various electron-rich and electron-poor substituents in the aromatic rings and also fused piperidine derivatives, are suitable starting materials in this reaction. Some of the obtained products are important synthetic intermediates for natural products.
An efficient and selective multicomponent oxidative coupling, involving the use of two different amines, sodium phosphate, and elemental sulfur have been described for the preparation of thioamides, employing microwave irradiation. The use of an iron(III)-based imidazolium salt is essential as catalyst. Indeed, the iron-based catalyst is involved in the oxidative coupling of the two amines and in the subsequent C–S bond formation. The protocol is useful for a wide variety of primary benzylamines and alkylamines, as coupling partners. Thus, various electron-rich and electron-poor substituents in the aromatic rings and also fused piperidine derivatives, are suitable starting materials in this reaction. Some of the obtained products are important synthetic intermediates for natural products.
中文翻译：
铁基咪唑盐介导的胺的氧化偶合-硫代制备硫代酰胺
摘要
已经描述了一种有效的和选择性的多组分氧化偶合，其中涉及使用两种不同的胺，磷酸钠和元素硫，通过微波辐射制备硫代酰胺。必须使用铁（III）基咪唑鎓盐作为催化剂。实际上，铁基催化剂参与了两种胺的氧化偶联以及随后的C–S键形成。该协议可用于多种伯苄胺和烷基胺，作为偶联伙伴。因此，芳族环中的各种富电子和贫电子的取代基以及稠合的哌啶衍生物是该反应中合适的起始原料。一些获得的产物是天然产物的重要合成中间体。
已经描述了一种有效的和选择性的多组分氧化偶合，其中涉及使用两种不同的胺，磷酸钠和元素硫，通过微波辐射制备硫代酰胺。必须使用铁（III）基咪唑鎓盐作为催化剂。实际上，铁基催化剂参与了两种胺的氧化偶联以及随后的C–S键形成。该协议可用于多种伯苄胺和烷基胺，作为偶联伙伴。因此，芳族环中的各种富电子和贫电子的取代基以及稠合的哌啶衍生物是该反应中合适的起始原料。一些获得的产物是天然产物的重要合成中间体。
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