31508-12-0Relevant articles and documents
Accessing 1,3-Dienes via Palladium-Catalyzed Allylic Alkylation of Pronucleophiles with Skipped Enynes
Gao, Shang,Liu, Hao,Yang, Chi,Fu, Zhiyuan,Yao, Hequan,Lin, Aijun
supporting information, p. 4710 - 4713 (2017/09/23)
An unprecedented palladium-catalyzed allylic alkylation of pronucleophiles with unactivated skipped enynes has been developed. This method provides a straightforward access to a wide array of 1,3-dienes without the need to preinstall leaving groups or employ extra oxidants. The reaction exhibited high atom economy, good functional group tolerance, excellent regioselectivities, and scalability. With D2O as cosolvent, deuterium could be incorporated in high efficiency.
Formal Gold-to-Gold Transmetalation of an Alkynyl Group Mediated by Palladium: A Bisalkynyl Gold Complex as a Ligand to Palladium
Toledo, Alberto,Meana, Isabel,Albéniz, Ana C.
supporting information, p. 13216 - 13220 (2015/09/15)
The reaction of [Au(C-C n-Bu)]n with [Pd(η3-allyl)Cl(PPh3)] results in a ligand and alkynyl rearrangement, and leads to the heterometallic complex [Pd(η3-allyl){Au(C-C n-Bu)2}]2 (3) with an unprecedented bridging bisalkynyl-gold ligand coordinated to palladium. This is a formal gold-to-gold transmetalation that occurs through reversible alkynyl transmetalations between gold and palladium. Back and forth! Direct gold-to-palladium and reverse palladium-to-gold alkynyl transmetalations effectively produce a deceptively simple gold-to-gold transfer. The resulting bisalkynyl-gold complexes act as bridging ligands to palladium atoms in an unprecedented structural motive (see scheme).
Copper catalyzed regioselective coupling of allylic halides and alkynes promoted by weak inorganic bases
Bieber, Lothar W.,da Silva, Margarete F.
, p. 7088 - 7090 (2008/03/11)
Allylic halides and terminal alkynes couple under CuI catalysis in DMSO or DMF solution. In most cases, sodium carbonate or bicarbonate is sufficient to promote the reaction; less reactive alkynes require catalytic amounts of DBU. Bifunctional alkynes and halides can be reacted selectively according to the stoichiometry used. Trimethylsilyl, hydroxyl, ester and halide groups are tolerated in the alkyne. Most halides react without allylic rearrangement. The method is suitable for the synthesis of functionalized enynes.