724-40-3Relevant academic research and scientific papers
Design, synthesis and application of spiro[4.5]cyclohexadienonesviaone-pot sequentialp-hydroxybenzylation/oxidative dearomatization
Patil, Vaibhav B.,Nanubolu, Jagadeesh Babu,Chegondi, Rambabu
supporting information, p. 5574 - 5577 (2021/06/12)
One-pot sequentialp-hydroxybenzylation/oxidative dearomatization/spiroannulation has been designed for the efficient construction of tetrahydrofuran containing spiro-cyclohexadienones. This reaction proceeds through thep-hydroxybenzylation of 1,3-diketones withp-hydroxybenzyl alcoholviaquinone methide formation followed by oxidative dearomatization/spiroannulation with suitable alcohols. The Friedel-Crafts alkylation of spiro[4.5]cyclohexadienones with indoles provided a broad array of highly diastereoselective C-3 alkylated spirocycles and cyclohepta[b]indoles depending upon the ring size of the fused cyclic ketones.
Structure-dependent selective O- or C-trifluoroethylation of 1,3-dicarbonyls by mesityl(2,2,2-trifluoroethyl)iodonium triflate
Zhao, Cheng-Long,Yang, Jing,Han, Zhou-Zhou,Zhang, Cheng-Pan
supporting information, p. 23 - 30 (2017/10/30)
Reaction of [ArICH2CF3][OTf] with structurally diversified 1,3-dicarbonyls and an appropriate base at room temperature gave O-trifluoroethylated products, C-trifluoroethylated products, or a mixture of O- and C-trifluoroethylated products in good yields. The product type was dramatically dependent upon the structure of the starting 1,3-dicarbonyls in this reaction. The cyclic 1,3-diketones exclusively afforded the O-trifluoroethylated products, whereas the acyclic 1,3-diketones, β-keto esters, and malonates selectively or specifically formed the C-trifluoroethylated products. Li2CO3 facilitated the C-trifluoroethylation of acyclic 1,3-diketones and β-keto esters. The reaction proceeded under mild conditions, without pre-activation of 1,3-dicarbonyls and use of strong base, and demonstrated a catalyst-free structure-dependent regioselective trifluoroethylation of 1,3-dicarbonyls by mesityl(2,2,2-trifluoroethyl)iodonium triflate.
Organocatalytic sequential one-pot double cascade asymmetric synthesis of Wieland-Miescher ketone analogues from a knoevenagel/hydrogenation/robinson annulation sequence: Scope and applications of organocatalytic biomimetic reductions
Ramachary, Dhevalapally B.,Kishor, Mamillapalli
, p. 5056 - 5068 (2008/02/08)
(Chemical Equation Presented) A practical and novel organocatalytic chemo- and enantioselective process for the cascade synthesis of highly substituted 2-alkyl-cyclohexane-1,3-diones and Wieland-Miescher (W-M) ketone analogs is presented via reductive alk
