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Synthesis of Dienes by Palladium‐Catalyzed Couplings of Tosylhydrazones with Aryl and Alkenyl Halides
Author(s) -
Barluenga José,
TomásGamasa María,
Aznar Fernando,
Valdés Carlos
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000700
Subject(s) - chemistry , halide , aryl , palladium , catalysis , conjugated system , aryl halide , ketone , organic chemistry , substrate (aquarium) , hydride , hydrogen , alkyl , polymer , oceanography , geology
Abstract Two different combinations of coupling partners can be employed for the synthesis of conjugated dienes by palladium‐catalyzed cross‐coupling with tosylhydrazones: α,β‐unsaturated ketone and aryl halide or alkenyl halide and non‐conjugated tosylhydrazone. Depending on the substrate, a vinylogous hydride elimination is responsible for the formation of the final dienes.