Department of Drug Design, University of Groningen , A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.
Chemistry Department, Faculty of Science, Sohag University , Sohag, 82524, Egypt.
J Org Chem. 2018 Feb 2;83(3):1441-1447. doi: 10.1021/acs.joc.7b02984. Epub 2018 Jan 24.
The direct nonpeptidic macrocycle synthesis of α-isocyano-ω-amines via the classical Ugi four-component reaction (U-4CR) is introduced. Herein an efficient and flexible two-step procedure to complex macrocycles is reported. In the first step, the reaction between unprotected diamines and isocyanocarboxylic acids gives high diversity of unprecedented building blocks in high yield. In the next step, the α-isocyano-ω-amines undergo a U-4CR with high diversity of aldehydes and carboxylic acids in a one-pot procedure. This synthetic approach is short and efficient and leads to a wide range of macrocycles with different ring sizes.
本文介绍了通过经典的 Ugi 四组分反应（U-4CR）直接非肽大环合成α-异氰酸酯-ω-胺。本文报道了一种高效、灵活的两步法来合成大环。在第一步中，未保护的二胺与异氰酸羧酸反应以高产率得到高多样性的前所未有的结构单元。在下一步中，α-异氰酸酯-ω-胺与高多样性的醛和羧酸在一锅法中进行 U-4CR。这种合成方法短而高效，可得到具有不同环大小的广泛大环。
