Leuckart鈥揥allach Route Toward Isocyanides and Some Applications

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• 作者：Constantinos G. Neochoritis ; Tryfon Zarganes-Tzitzikas ; Silvia Stotani ; Adrian D枚mling ; Eberhardt Herdtweck ; Kareem Khoury ; Alexander D枚mling
• 刊名：ACS Combinatorial Science
• 出版年：2015
• 出版时间：September 14, 2015
• 年：2015
• 卷：17
• 期：9
• 页码：493-499
• 全文大小：529K
• ISSN：2156-8944

文摘

Isocyanide-based multicomponent reactions (IMCR) are among the most important chemical reactions to efficiently generate molecular diversity and have found widespread use in industry and academia. Generally, isocyanides are synthesized in 1鈥? steps starting from primary amines. Here, we provide experimental detail on an alternative approach toward formamides and, thus, isocyanides via the Leuckart鈥揥allach reaction in an improved variation. The resulting >50 synthesized and characterized formamides are useful starting materials for IMCR, as well as other chemistries. The advantage of using the Leuckart鈥揥allach pathway to formamides and isocyanides is the lower price, on average, of the starting materials, as well as their differential and complementary structural diversity, as compared to the primary amine pathway.