Palladium-Catalyzed Cross-Coupling of Gem-Bromofluoroalkenes with Alkylboronic Acids for the Synthesis of Alkylated Monofluoroalkenes

Autor:	Laëtitia Chausset-Boissarie, Nicolas Cheval, Christian Rolando
Jazyk:	angličtina
Rok vydání:	2020
Předmět:	monofluoroalkenes gem-bromofluoroalkenes alkylboronic acids Suzuki–Miyaura–cross-coupling Organic chemistry QD241-441
Zdroj:	Molecules, Vol 25, Iss 23, p 5532 (2020)
Druh dokumentu:	article
ISSN:	25235532 1420-3049
DOI:	10.3390/molecules25235532
Popis:	Monofluoroalkenes are versatile fluorinated synthons in organic synthesis, medicinal chemistry and materials science. In light of the importance of alkyl-substituted monofluoroalkenes efficient synthesis of these moieties still represents a synthetic challenge. Herein, we described a mild and efficient methodology to obtain monofluoroalkenes through a stereospecific palladium-catalyzed alkylation of gem-bromofluoroalkenes with primary and strained secondary alkylboronic acids under mild conditions. This novel strategy gives access to a wide range of functionalized tri- and tetrasubstituted monofluoroalkenes in high yield, with good functional group tolerance, independently from the gem-bromofluoroalkenes geometry.
Databáze:	Directory of Open Access Journals
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