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Palladium‐ and Nickel‐Catalyzed Coupling Reactions of α‐Bromoalkenylphosphonates with Arylboronic Acids and Lithium Alkenylborates
Author(s) -
Kobayashi Yuichi,
William Anthony D.
Publication year - 2004
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.200404191
Subject(s) - chemistry , palladium , catalysis , intramolecular force , nickel , adduct , lithium (medication) , diene , coupling reaction , coupling (piping) , organic chemistry , polymer chemistry , medicinal chemistry , metallurgy , medicine , natural rubber , endocrinology , materials science
The coupling reaction of the α‐bromoalkenylphosphonates with organoboranes was investigated. The palladium‐catalyzed arylation took place successfully with arylboronic acids, while alkenylation proceeded with lithium alkenylborates and a nickel catalyst. In addition, an intramolecular Diels–Alder reaction of the diene prepared by the alkenylation afforded the corresponding adduct.