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Biaryl Peptides from 4‐Iodophenylalanine by Solid‐Phase Borylation and Suzuki–Miyaura Cross‐Coupling
Author(s) -
Afonso Ana,
Rosés Cristina,
Planas Marta,
Feliu Lidia
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901350
Subject(s) - borylation , chemistry , halide , aryl , solid phase synthesis , combinatorial chemistry , phase (matter) , organic chemistry , microwave irradiation , peptide , catalysis , biochemistry , alkyl
Resin‐bound phenylalanine boronates were prepared by solid‐phase Miyaura borylation of 4‐iodophenylalanine peptides. Subsequent arylation through a Suzuki–Miyaura cross‐coupling was carried out using a variety of aryl halides under conventional heating and under microwave irradiation. Microwaves greatly enhanced the arylation, shortening thereaction time and providing the biaryl peptides in higherpurities.