The development of efficient and mild methods for the synthesis of organofluorine compounds is of foremost interest in various fields of chemistry. A direct pyrimidine-based selective meta-C−H perfluoroalkenylation of arenes involving several commercially available perfluoroolefins is described. The synthetic versatility of the protocol is demonstrated by an extensive substrate scope including different benzylsulfonyl, alkylarene and phenylacetic acid scaffolds. The generality of this methodology including the meta-C−H perfluoroalkenylation of Ibuprofen, the facile cleavage of the directing group and gram-scale reactions are presented.

Direct meta-C−H Perfluoroalkenylation of Arenes Enabled by a Cleavable Pyrimidine-Based Template

Brochetta M.;Borsari T.;Porta A.;Zanoni G.
;
Maiti D.
2019-01-01

Abstract

The development of efficient and mild methods for the synthesis of organofluorine compounds is of foremost interest in various fields of chemistry. A direct pyrimidine-based selective meta-C−H perfluoroalkenylation of arenes involving several commercially available perfluoroolefins is described. The synthetic versatility of the protocol is demonstrated by an extensive substrate scope including different benzylsulfonyl, alkylarene and phenylacetic acid scaffolds. The generality of this methodology including the meta-C−H perfluoroalkenylation of Ibuprofen, the facile cleavage of the directing group and gram-scale reactions are presented.
2019
The Chemistry category includes resources that are general in nature and cover a broad spectrum of topics in the chemical sciences. Resources specifically covering analytical chemistry, inorganic and nuclear chemistry, organic chemistry, physical chemistry, and polymer science will be placed in those particular categories. Miscellaneous and applied chemistry resources may be placed in this category when not appropriate for specific subfields in chemistry.
Esperti anonimi
Inglese
Internazionale
STAMPA
25
44
10323
10327
5
C−H activation; fluorinated compounds; iterative functionalization; meta-selectivity; palladium catalysis
9
info:eu-repo/semantics/article
262
Brochetta, M.; Borsari, T.; Bag, S.; Jana, S.; Maiti, S.; Porta, A.; Werz, D. B.; Zanoni, G.; Maiti, D.
1 Contributo su Rivista::1.1 Articolo in rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/1367755
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