895576-36-0Relevant academic research and scientific papers
Catalyst and solvent-free cyclopropanation of electron-deficient olefins with cyclic diazoamides for the synthesis of spiro[cyclopropane-1,3′-indolin]-2′-one derivatives
Karthik, Govindaraju,Rajasekaran, Tamilselvan,Sridhar,Reddy, B.V.Subba
, p. 7064 - 7067 (2014)
A novel series of spirooxindolylcyclopropane derivatives have been synthesized in high yields from 3-diazooxindole and electron deficient olefins under catalyst/solvent-free conditions.
Synthesis of functionalized 3-spirocyclopropane-2-indolones from isomerised Baylis-Hillman adducts of isatin
Shanmugam, Ponnusamy,Vaithiyanathan, Vadivel,Viswambharan, Baby
, p. 4342 - 4348 (2006)
A facile, high yield stereoselective synthesis of functionalized diastereomeric 3-spirocyclopropane-2-indolones (10-17a,b) from the isomerised bromo derivatives of Baylis-Hillman adducts of isatin(2-9a,b) by reductive cyclization with sodium borohydride i
Stereochemistry modulates the catalytic hydrogenolysis of nitrile-substituted cyclopropanes
González-Juárez, Daphne E.,García-Vázquez, J. Benjamín,Zú?iga-García, Violeta,Trujillo-Serrato, Joel J.,Suárez-Castillo, Oscar R.,Joseph-Nathan, Pedro,Morales-Ríos, Martha S.
experimental part, p. 7187 - 7195 (2012/09/07)
The study of Raney-Ni catalyzed chemo- and regioselective hydrogenolysis of diastereomeric nitrile-substituted spirocyclopropyloxindoles is presented. The chemoselectivity outcome of the reaction is remarkably influenced by the relative stereochemistry of
One-pot synthesis of conformationally restricted spirooxindoles
Morales-Ríos, Martha S.,González-Juárez, Daphne E.,Rivera-Becerril, Ernesto,Suárez-Castillo, Oscar?R.,Joseph-Nathan, Pedro
, p. 7702 - 7707 (2008/02/08)
Diastereomeric three-, five- and six-membered spirocycloalkyloxindoles were successfully synthesized in a rapid and convenient manner from readily accessible starting materials in moderate to high yields using 1-methyl-3-acetonitriloxindole after a one-pot base-mediated double-alkylation strategy. It was found that the diastereoselection is dependent on the reaction conditions and the spirocycloalkyl ring size, with the 3R*,8R* diastereomers being thermodynamically favored under the basic reaction conditions for three- and five-membered rings, and the 3R*,8S* diastereomer in the case of six-membered rings, as predicted by DFT calculations. The relative stereochemistry was supported by 2D NMR spectra and X-ray crystal structural analysis. The conformational rigidity of the spirocycloalkyloxindoles in solution was established based on NMR experimental and theoretical DFT approaches.
