Issue 37, 2014

Negishi reaction in BODIPY dyes. Unprecedented alkylation by palladium-catalyzed C–C coupling in boron dipyrromethene derivatives

Abstract

Negishi reactions of 3-halogen and 3,5-dihalogen substituted BODIPYs with different organozinc reagents are reported as the first examples of this valuable palladium-catalyzed C–C coupling reaction into the family of the BODIPY dyes. It is demonstrated that the Negishi coupling is especially useful for obtaining interesting alkylated BODIPYs, including synthetically-valuable asymmetrically-3,5-disubstituted BODIPYs.

Graphical abstract: Negishi reaction in BODIPY dyes. Unprecedented alkylation by palladium-catalyzed C–C coupling in boron dipyrromethene derivatives

Supplementary files

Article information

Article type
Communication
Submitted
22 jan 2014
Accepted
11 apr 2014
First published
14 apr 2014

RSC Adv., 2014,4, 19210-19213

Author version available

Negishi reaction in BODIPY dyes. Unprecedented alkylation by palladium-catalyzed C–C coupling in boron dipyrromethene derivatives

G. Duran-Sampedro, E. Palao, A. R. Agarrabeitia, S. D. L. Moya, N. Boens and M. J. Ortiz, RSC Adv., 2014, 4, 19210 DOI: 10.1039/C4RA00651H

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