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Synthesis of 2‐Arylacrylates from Pyruvate by Tosylhydrazide‐Promoted Pd‐Catalyzed Coupling with Aryl Halides
Author(s) -
Barluenga José,
TomásGamasa María,
Aznar Fernando,
Valdés Carlos
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002425
Subject(s) - aryl , halide , catalysis , combinatorial chemistry , chemistry , coupling (piping) , class (philosophy) , computer science , organic chemistry , materials science , metallurgy , alkyl , artificial intelligence
Important synthetic intermediates and direct precursors of the prophen class of anti‐inflammatory agents, 2‐arylacrylates are prepared in one step from ethyl pyruvate by employing the recently developed Pd‐catalyzed cross‐coupling between tosylhydrazones and aryl halides. Moreover, substituted 2‐oxoesters afford tri‐ and tetrasubstituted functionalized alkenes.