23782-38-9Relevant academic research and scientific papers
Structural study of the solid-state photoaddition reaction of arylidenoxindoles
Milanesio, Marco,Viterbo, Davide,Albini, Angelo,Fasani, Elisa,Bianchi, Riccardo,Barzaghi, Mario
, p. 3416 - 3425 (2000)
The photochemistry of isomeric 2-furyliden- and benzylidenoxindoles (2H- indol-2-ones) is examined. In solution E-Z isomerization is the only process via the excited singlet state (which fluoresces in glassy solution at 77 K and not at room temperature). In the crystalline state, the two (Z) derivatives are photostable, in accordance with the prediction based on the structural determination of the furylidene derivative, which adopts the unreactive Schmidt's γ type arrangement. The (E) furylidene derivative (1a) gives efficiently (Φ = 0.3) the head-to-tail dimer, as indicated by the crystal structure, which is of the reactive α type, in full accord with the topochemical principles. In contrast, the corresponding benzylidene (1b) derivative reacts sluggishly (Φ a further stringent requirement for the occurrence of topochemical photodimerizations.
Palladium-catalyzed intramolecular 5-exo-dig hydroarylations of N-arylpropiolamides: Thermodynamics-controlled stereoselective synthesis of 3-methyleneoxindoles
Jiang, Tao-Shan,Tang, Ri-Yuan,Zhang, Xing-Guo,Li, Xin-Hua,Li, Jin-Heng
supporting information; experimental part, p. 8834 - 8837 (2010/03/02)
(Chemical Equation Presented) Palladium-catalyzed intramolecular hydroarylation of N-arylpropiolamides has been developed for the stereoselective synthesis of 3-(monosubstituted methylene)oxindoles. In the presence of Pd(OAc)2 and dppf, a varie
