501035-41-2Relevant academic research and scientific papers
Synthesis of substituted 1,2,3,4-tetrahydro-1-thiacarbazole and spiro[pyrrolidinone-3,3′-indolinones] through a common intermediate obtained by condensation of indolin-2-one, (aryl)aldehydes, and Meldrum's acid
Cochard, Fabien,Laronze, Marie,Prost, Elise,Nuzillard, Jean-Marc,Auge, Franck,Petermann, Christian,Sigaut, Philippe,Sapi, Janos,Laronze, Jean-Yves
, p. 3481 - 3490 (2002)
Trimolecular adducts resulting from condensation between indolin-2-one (or indoline-2-thione), (aryl)aldehydes, and Meldrum's acid are useful intermediates for the synthesis of either 1,2,3,4-tetrahydro-1-thiacarbazoles or spiro[pyrrolidino-3,3′-oxindoles] related to the natural product horsfiline. These latter compounds were obtained in a three-step procedure characterized by acyl azide formation, Curtius rearrangement, and subsequent thermal spiro cyclization. The relative stereochemistry of the spiro derivatives was determined by comparison of NOESY data and calculated conformational analyses. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
