Unified mild reaction conditions for C2-selective Pd-catalysed tryptophan arylation, including tryptophan-containing peptides

作者:Reay Alan J; Williams Thomas J; Fairlamb Ian J S*
来源:Organic and Biomolecular Chemistry, 2015, 13(30): 8298-8309.
DOI:10.1039/c5ob01174d

摘要

Pd-mediated C-H bond functionalisation protocols have been designed and developed on tryptophan derivatives and tryptophan-containing peptides. The examination of different arylation reactions (three sets of different conditions A-C), all of which are notable for their low temperatures (<= 40 degrees C), allowed identification of unified and complementary synthetic approaches toward a series of functionalised tryptophan-containing products. Tryptophan-containing peptides demonstrated to be susceptible to aromatic oxidation were successfully and selectively modified through the application of diaryliodonium salts in good yields.

  • 出版日期2015