Synthesis of Functionalized and Macrocyclic Peptides by C–H Olefination

Key words

palladium catalysis - macrocyclic peptides - thiazoles - C–H bond activation - olefination

Significance

C–H bond activation is one of the powerful tools in organic synthesis for building complex bioactive molecules and natural products. In this present study, authors developed a palladium-catalyzed site-specific C(sp²)–H olefination of internal thiazole-containing peptides to synthesize functionalized and macrocyclic peptides.

Comment

The developed palladium-catalyzed C–H olefination at the C-terminal of peptides having phenylalanine, tryptophan, or tyrosine residues proceeds smoothly to produce a series of functionalized peptides in good yields. The intramolecular olefination could also be performed efficiently to deliver macrocyclic peptides in moderate to good yields.

Publikationsverlauf

Artikel online veröffentlicht:
15. Juni 2022