Synthesis of pentafluorosulfanyl (SF5) containing aromatic amino acids

Grigolato, L.; Brittain, W.D.G.; Hudson, A.S.; Czyzewska, M.M; Cobb, S.L

Abstract

Herein, a series of aromatic pentafluorosulfanyl (SF5) containing amino acids are reported. A Negishi cross-coupling strategy utilising a catalyst system of Pd(dba)2 and SPhos afforded the aforementioned SF5 amino acids in yields between 32% and 42%. Two dipeptides utilising both the amine and carboxylic functionalities of the synthesised SF5 containing amino acids were prepared, demonstrating their compatibility with common amide/peptide coupling reagents and strategies.

Citation

Grigolato, L., Brittain, W., Hudson, A., Czyzewska, M., & Cobb, S. (2018). Synthesis of pentafluorosulfanyl (SF5) containing aromatic amino acids. Journal of Fluorine Chemistry, 212, 166-170. https://doi.org/10.1016/j.jfluchem.2018.06.006

• Journal Article Type: Article
• Acceptance Date: Jun 15, 2018
• Online Publication Date: Jun 18, 2018
• Publication Date: Jun 18, 2018
• Deposit Date: Jun 18, 2018
• Publicly Available Date: Jun 26, 2018
• Journal: Journal of Fluorine Chemistry
• Print ISSN: 0022-1139
• Electronic ISSN: 1873-3328
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 212
• Pages: 166-170
• DOI: https://doi.org/10.1016/j.jfluchem.2018.06.006
• Public URL: https://durham-repository.worktribe.com/output/1323987