%0 Journal Article %A Mohy El Dine, Tharwat %A Erb, William %A Berhault, Yohann %A Rouden, Jacques %A Blanchet, Jérôme %D 2015 %T Catalytic Chemical Amide Synthesis at Room Temperature: One More Step Toward Peptide Synthesis %U https://acs.figshare.com/articles/journal_contribution/Catalytic_Chemical_Amide_Synthesis_at_Room_Temperature_One_More_Step_Toward_Peptide_Synthesis/2170669 %R 10.1021/acs.joc.5b00378.s001 %2 https://acs.figshare.com/ndownloader/files/3804595 %K functionalized amines %K carboxylic acids %K heteroaromatic acids %K Catalytic Chemical Amide Synthesis %K Room Temperature %K room temperature %K catalyst %K dipeptide synthesis %K amide bond synthesis %K Peptide SynthesisAn %X An efficient method has been developed for direct amide bond synthesis between carboxylic acids and amines via (2-(thiophen-2-ylmethyl)­phenyl)­boronic acid as a highly active bench-stable catalyst. This catalyst was found to be very effective at room temperature for a large range of substrates with slightly higher temperatures required for challenging ones. This methodology can be applied to aliphatic, α-hydroxyl, aromatic, and heteroaromatic acids as well as primary, secondary, heterocyclic, and even functionalized amines. Notably, N-Boc-protected amino acids were successfully coupled in good yields with very little racemization. An example of catalytic dipeptide synthesis is reported. %I ACS Publications