Palladium‐Catalyzed Suzuki Coupling with Terminal Alkynes – Application to the Synthesis of 2,3‐Disubstituted Benzo[ b ]furans | Zendy

Colobert Françoise | Zendy; Castanet AnneSophie | Zendy; Abillard Olivier | Zendy

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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)

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