Palladium‐Catalyzed Allylic Fluorination | Zendy

Hollingworth Charlotte | Zendy; Hazari Amaruka | Zendy; Hopkinson Matthew N. | Zendy; Tredwell Matthew | Zendy; Benedetto Elena | Zendy; Huiban Mickael | Zendy; Gee Antony D. | Zendy; Brown John M. | Zendy; Gouverneur Véronique | Zendy

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Palladium‐Catalyzed Allylic Fluorination

Author(s) -

Hollingworth Charlotte,

Hazari Amaruka,

Hopkinson Matthew N.,

Tredwell Matthew,

Benedetto Elena,

Huiban Mickael,

Gee Antony D.,

Brown John M.,

Gouverneur Véronique

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201007307

Subject(s) - allylic rearrangement , tetrahydrofuran , palladium , catalysis , fluoride , chemistry , halogenation , organic chemistry , combinatorial chemistry , inorganic chemistry , solvent

Mild and rapid : The title reaction is presented and its applicability to 18 F radiolabeling is demonstrated (see scheme; TBAF=tetra‐ n ‐butylammonium fluoride, THF=tetrahydrofuran, dba=dibenzylideneacetone). The use of p ‐nitrobenzoate as the leaving group is significant to the success of this catalytic organometallic fluorination process. A range of allylic fluorides were synthesized by this method.

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