862893-82-1Relevant articles and documents
A direct amine-palladium acetate cocatalyzed saegusa oxidation reaction of unmodified aldehydes to α,β-unsaturated aldehydes
Zhu, Jin,Liu, Jie,Ma, Ruoqun,Xie, Hexin,Li, Jian,Jiang, Hualiang,Wang, Wei
, p. 1229 - 1232 (2009)
A direct preparation of synthetically useful α,β-unsaturated aldehydes from readily available aldehydes has been developed. The process is effectively cocatalyzed by an amine-palladium acetate to give rise to α,β-unsaturated aldehydes in moderate to good yields (41-62%). The reaction features the use of unmodified aldehydes rather than enol silyl ethers, which are used in a typical Saegusa oxidation reaction.
Heck arylation of allyl alcohol catalyzed by Pd(0) nanoparticles
Tarnowicz, Stanis?awa,Alsalahi, Waleed,Mieczyńska, Ewa,Trzeciak, Anna M.
, p. 5605 - 5612 (2017/08/26)
Pd(0) nanoparticles ca. 2 nm in diameter were obtained by the reduction of PdCl2 and Pd(OAc)2 in water at 80 °C in the presence of a PVP-stabilizing polymer. Pd(0) NPs were successfully used in the Heck coupling of allyl alcohol with iodo- and bromobenzenes. Iodobenzenes reacted under solventless conditions or in DMF solution producing 3-arylpropanals and 2-arylpropanals as the main products. The same products were obtained in the reaction of bromobenzene in TBAB as the reaction medium. The stability of Pd(0) NPs was evidenced in recycling experiments. Similar Heck coupling results were also obtained with the palladium compounds PdCl2(cod) and Pd(OAc)2 under the same conditions.
Pd-catalyzed cascade Heck-Saegusa: Direct synthesis of enals from aryl iodides and allyl alcohol
Liu, Jie,Zhu, Jin,Jiang, Hualiang,Wang, Wei,Li, Jian
supporting information; experimental part, p. 415 - 417 (2010/04/04)
A new efficient Pd-catalyzed cascade Heck-Saegusa protocol for the synthesis of synthetically useful α,β-unsaturated aldehydes in high yields from readily available aryl iodides and allyl alcohol has been developed.
Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to α,β-unsaturated aldehydes
Jiang, Tao-Shan,Li, Jin-Heng
supporting information; experimental part, p. 7236 - 7238 (2010/03/25)
A novel tandem protocol involving a Heck reaction process for the synthesis of α,β-unsaturated aldehydes has been developed. In the presence of Pd(OAc), PPh3, NaOAc, TBAB and air, N-allylbenzenamines underwent the reaction with various aryl hal
Direct oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc) 2 Co-catalyst
Liu, Jie,Zhu, Jin,Jiang, Hualiang,Wang, Wei,Li, Jian
experimental part, p. 1712 - 1716 (2010/04/30)
An o-anisidine-Pd(OAc)2 catalytic system for the direct co-catalytic Saegusa oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72%).