876347-50-1Relevant academic research and scientific papers
Practical method for transforming alkynes into α-diketones
Wan, Zhonghui,Jones, Chauncey D.,Mitchell, David,Pu, John Y.,Zhang, Tony Y.
, p. 826 - 828 (2006)
Oxidation of alkynes to α-dicarbonyl derivatives through a convenient one-pot procedure via a Bronsted acid-promoted "hydration" and a DMSO-based oxidation sequence has been achieved in high yields, The scope and limitations of the reaction have also been investigated.
Dimethylzinc-mediated enantioselective addition of terminal alkynes to 1,2-diketones using perhydro-1,3-benzoxazines as ligands
Prieto, Elena,Infante, Rebeca,Nieto, Javier,Andrés, Celia
supporting information, p. 3859 - 3867 (2021/05/14)
A conformationally restricted perhydro-1,3-benzoxazine derived from (-)-8-aminomenthol behaves as a good chiral ligand in the dimethylzinc-mediated enantioselective monoaddition of aromatic and aliphatic terminal alkynes to 1,2-diketones. The correspondin
Phosphorus(III)-Mediated, Tandem Deoxygenative Geminal Chlorofluorination of 1,2-Diketones
Choi, Garam,Chung, Won-Jin,Hwang, Sunjoo,Jang, Hanna,Kim, Ha Eun
supporting information, p. 4190 - 4195 (2020/06/27)
Tetrasubstituted carbon containing two different halogen substituents was constructed in a single-step operation by utilizing the carbene-like reactivity of dioxaphospholene through the tandem reaction of electrophilic and nucleophilic halogenating reagents. It was crucial to devise non-dealkylatable phosphoramidite, which enabled the efficient formation of geminal chlorofluorides from various 1,2-diketones with (PhSO2)2NF and n-Bu4NCl. In addition, selective functionalization of the chlorine substituent was demonstrated, and the absence of halogen scrambling was confirmed.
Synthesis of unsymmetrical benzilsviapalladium-catalysed a-arylation-oxidation of 2-hydroxyacetophenones with aryl bromides
Matsuda, Takanori,Oyama, Souta
supporting information, p. 3679 - 3683 (2020/06/03)
A diverse set of unsymmetrically substituted benzils were facilely synthesised by a cross-coupling reaction between 2-hydroxyacetophenones and aryl bromides in the presence of a palladium catalyst. Experimental studies suggested a reaction mechanism involving a one-pot tandem palladium-catalysed a-arylation and oxidation, where aryl bromides play a dual role as mild oxidants as well as arylating agents.
Electrochemical synthesis of 1,2-diketones from alkynes under transition-metal-catalyst-free conditions
Zhou, Jie,Tao, Xiang-Zhang,Dai, Jian-Jun,Li, Chen-Guang,Xu, Jun,Xu, Hong-Mei,Xu, Hua-Jian
supporting information, p. 9208 - 9211 (2019/08/07)
We report an electrochemical protocol for the direct oxidation of internal alkynes in air to provide 1,2-diketones. A variety of functional groups and heterocycle-containing substrates can be tolerated well under mild conditions.
