138971-33-2Relevant academic research and scientific papers
Synthesis method of 1, 5-diene derivative
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Paragraph 0034-0040, (2020/08/18)
The invention belongs to the technical field of pharmaceutical and chemical intermediates and related chemistry, and provides a preparation method of a 1, 5-diene derivative. The method comprises thefollowing steps: taking aryl substituted propyne and allyl boron ester as reaction raw materials, adopting 2-10mol% of a palladium catalyst, adding 2mol%-20mol% of acid and 100mol%-300mol% of alcoholas additives, and performing heating and stirring in an organic solvent for a certain period of time to generate the 1, 5-diene compound. The method disclosed by the invention has the beneficial effects that the operation is simple and convenient, the condition is mild, the method is environment-friendly, the catalyst can be recycled, the possibility of industrialization is realized, and the 1, 5-diene compound is obtained at a relatively high yield; and the 1, 5-diene compound synthesized by the method can be further functionalized to obtain various compounds, and is applied to development and research of natural products, functional materials and fine chemicals.
A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes
Ji, Ding-Wei,Hu, Yan-Cheng,Zheng, Hao,Zhao, Chao-Yang,Chen, Qing-An,Dong, Vy M.
, p. 6311 - 6315 (2019/07/04)
By exploiting the reactivity of a vinyl-Pd species, we control the regioselectivity in hydroallylation of alkynes under Pd-hydride catalysis. A monophosphine ligand and carboxylic acid combination promotes 1,5-dienes through a pathway involving isomerization of alkynes to allenes. In contrast, a bisphosphine ligand and copper cocatalyst favor 1,4-dienes via a mechanism that involves transmetalation. Our study highlights how to access different isomers by diverting a common organometallic intermediate.
Palladium(0) versus nickel(0) catalysis in selective functional- grouptolerant sp3-sp3 carbon-carbon bond formations
Flegeau, Emmanuel Ferrer,Schneider, Uwe,Kobayashi, Shue
experimental part, p. 12247 - 12254 (2010/06/11)
We have uncovered Pd°-catalyzed intermolecular nonsymmetrical Suzuki-Miyaura-type sp3-sp3 C-C bond formations between allyl carbonates and nontoxic allyl, allenyl, or propargyl boronates. This report represents the first use of these
Nickel-catalyzed allylation of allyl carbonates with homoallyl alcohols via retro-allylation providing 1,5-hexadienes
Sumida, Yuto,Hayashi, Sayuri,Hirano, Koji,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 1629 - 1632 (2009/04/10)
A highly efficient and mild method for the synthesis of 1,5-hexadienes, nickel-catalyzed reactions of Boc-protected allyl alcohols with homoallyl alcohols, has been developed. Nickel-mediated retro-allylation allows for the use of homoallyl alcohols as allylmetal equivalents in the synthesis of 1,5-hexadienes.2008 American Chemical Society.
Mechanistic pathways in phosphate ester photochemistry
Givens, Richard S.,Singh, Rominder
, p. 7013 - 7016 (2007/10/02)
Initial bond breaking processes (homolysis vs heterolysis) of phosphate ester photosolvolysis were probed by chemically trapping the reactive intermediates with a tethered 5-hexenyl group. The resulting mechanistic picture is a blend of homolytic and heterolytic pathways, where the heterolytic cleavage is dominant.
