Premium
Palladium‐Catalyzed Suzuki Coupling with Terminal Alkynes – Application to the Synthesis of 2,3‐Disubstituted Benzo[ b ]furans
Author(s) -
Colobert Françoise,
Castanet AnneSophie,
Abillard Olivier
Publication year - 2005
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.200500166
Subject(s) - chemistry , suzuki reaction , palladium , aryl , catalysis , coupling reaction , medicinal chemistry , organic chemistry , combinatorial chemistry , alkyl
The Suzuki coupling reaction between alkynylboronic esters (generated in situ from acetylenic derivatives) and aryl bromides, pyridyl bromides or vinyl bromides is reported. 5‐ endo ‐ dig ‐iodocyclisation of o ‐alkynylanisoles, generated by this palladium‐catalyzed Suzuki coupling reaction, was performed with N ‐iodosuccinimide (NIS) in the presence of BCl 3 . 2‐Substituted 3‐iodobenzo[ b ]furans were synthesized and transformed into 2,3‐disubstituted benzo[ b ]furans by Suzuki coupling reactions in high yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)