Here we describe the direct usage of C,N-unprotected amino acids in Ugi-tetrazole reactions to produce a novel class of acid-tetrazole compounds. Surprisingly, only the tetrazole Ugi product is found and not traces of other possible Ugi type reactions. Based on this reaction pathway we have designed the synthesis of novel tetrazole-peptidomimetics. A high level of structural diversity can be achieved using this isocyanide based multicomponent reaction (IMCR), providing a platform for the production of functionalized building blocks for novel bioactive molecules and nontraditional scaffolds which previously were not accessible.
Here we describe the direct usage of class="Chemical">C,N-unclass="Chemical">protected amino acids in class="Chemical">pan class="Chemical">Ugi-tetrazole reactions to produce a novel class of acid-tetrazole compounds. Surprisingly, only the tetrazoleUgi product is found and not traces of other possible Ugi type reactions. Based on this reaction pathway we have designed the synthesis of novel tetrazole-peptidomimetics. A high level of structural diversity can be achieved using this isocyanide based multicomponent reaction (IMCR), providing a platform for the production of functionalized building blocks for novel bioactive molecules and nontraditional scaffolds which previously were not accessible.
Authors: Andrea F G Gargano; Stefanie Buchinger; Michal Kohout; Wolfgang Lindner; Michael Lämmerhofer Journal: J Org Chem Date: 2013-10-08 Impact factor: 4.354
Authors: Niels Elders; Dion van der Born; Loes J D Hendrickx; Brian J J Timmer; Alrik Krause; Elwin Janssen; Frans J J de Kanter; Eelco Ruijter; Romano V A Orru Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336
Authors: Eman M M Abdelraheem; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling Journal: J Org Chem Date: 2016-09-15 Impact factor: 4.354
Authors: Fausta Ulgheri; Pietro Spanu; Francesco Deligia; Giovanni Loriga; Maria Pia Fuggetta; Iris de Haan; Ajay Chandgudge; Matthew Groves; Alexander Domling Journal: Eur J Med Chem Date: 2021-11-18 Impact factor: 6.514