86453-40-9Relevant academic research and scientific papers
A practical synthesis of functionalized isoindolinones via [3?+?3] benzannulation of 1,3-bissulfonylpropenes and 4-arylmethylene-2,3-dioxopyrrolidines
Tang, Xiang-zheng,zhou, Jing-xuan,Liang, Hua-ju,Zhang, Xue-jing,Yan, Ming,Chan, Albert S.C.
supporting information, p. 147 - 149 (2018/12/11)
A straightforward synthesis of isoindolinones has been developed via a [3 + 3] benzannulation of 4-arylmethylene-2,3-dioxopyrrolidines and 1,3-bissulfonylpropenes (or 4-sulfonylcrotonates). A series of functionalized isoindolinones were obtained in excellent yields. The reaction could be carried out under mild conditions without transition metal catalyst. The finding provides a practical approach for the preparation of isoindolinone derivatives with potential biological activities.
Regioselective synthesis of substituted arenes via aerobic oxidative [3 + 3] benzannulation reactions of α,β-unsaturated aldehydes and ketones
Joshi, Prabhakar Ramchandra,Undeela, Sridhar,Reddy, Doni Dhanoj,Singarapu, Kiran Kumar,Menon, Rajeev S.
supporting information, p. 1449 - 1452 (2015/03/30)
Facile conversion of α, β-unsaturated aldehydes and ketones into highly substituted arenes via a base-mediated, completely regioselective, air-oxidative [3 + 3] benzannulation reaction with readily available 4-sulfonylcrotonates or 1,3-bisphenylsulfonylpr
Studies on the reactivity of methyl γ-tosylcrotonoate as ambident reagent in organic synthesis
Caturla, Francisco,Najera, Carmen
, p. 15243 - 15256 (2007/10/03)
The treatment of methyl (E)-4-tosyl-2-butenoate (4) with two equiv. of sodium hydride and different mono and dihalides gives mainly γ,γ- and α,α- or α,γ- and α,α-dialkylated products (5-7) depending on the electrophile. The corresponding monoanion dimerizes with iodine to afford stereoselectively dimethyl cis-4,5-ditosyl-2,6-cyclohexadiene-1,2-dicarboxylate (11). The tosyl group in compounds 6 and 7 is reduced and in the case of γ,γ-dimethylated 5a substituted by sodium dimethyl malonate under Pd(PPh3)4 catalysis. Michael addition of different nucleophiles provides the corresponding 3-substituted methyl γ-tosylbutanoates 16.
