14192-31-5Relevant academic research and scientific papers
Copper-catalyzed domino coupling reaction: An efficient method to synthesize oxindoles
Hsieh, Jen-Chieh,Cheng, An-Yi,Fu, Jun-Hao,Kang, Ting-Wei
, p. 6404 - 6409 (2012/09/05)
An efficient and novel procedure for a copper catalyzed domino coupling reaction has been developed, which afforded various oxindoles in good to excellent yields with tolerance of various substituents. In addition, this method could be applied to synthesize horsfiline and coerulescine in few steps with high total yields. The Royal Society of Chemistry 2012.
CH activation and CH2 double activation of indolines by radical translocation: Understanding the chemistry of the indolinyl radical
Harrowven, David C.,Stenning, Kerri J.,Whiting, Sally,Thompson, Toby,Walton, Robert
, p. 4882 - 4885 (2011/08/05)
CH activation and CH2 double activation of indolines at C2 may be achieved efficiently through radical translocation. The fate of the C2 indolinyl radical is dictated by the substitution at C3. Fragmentation, cyclisation and tandem cyclisation reactions leading to indole, azaheterocycle and azapropellane formation, respectively, are reported. The Royal Society of Chemistry 2011.
Heterocyclic Aromatic Anions with 4n + 2 ?-Electrons
Bordwell, Frederick G.,Fried, Herbert E.
, p. 4218 - 4223 (2007/10/02)
Equilibrium acidities in DMSO for several cyclic carboxamides, thiocarboxamides, esters, and sulfones that form anions possessing 4n + 2 electrons have been measured.Aromatic stabilization energies (ASEs) for these anions have been estimated by comparing
On the Mechanism of Thermal Ring Expansion of 3,3-Dialkyloxindoles
McNab, Hamish
, p. 543 - 545 (2007/10/02)
13C Labelling experiments show that the title reaction takes place by a free radical mechanism which involves (i) homolysis of the C(3)-alkyl bond, (ii) rearrangement of the resulting 3-indolyl radical to a 3-indolylmethyl radical , (iii) ring expansion by competitive neophyl rearrangement or attack at the carbonyl position, and (iv) aromatisation by loss of a hydrogen atom.
REGIOSELECTIVE C-3 ALKYLATIONS OF OXINDOLE DIANION
Kende, Andrew, S.,Hodges, John C.
, p. 1 - 10 (2007/10/02)
Oxindole is converted to its dianion by treatment with two equivalents each of n-BuLi and TMEDA.Alkylations with a number of common electrophiles define the scope of synthetically useful tramsformations leading to 3-monosubstituted and 3,3-disubstituted o
