Tetrabutylammonium-bromide promoted, ytterbium triflate catalyzed one-pot domino synthesis of spirooxindoles is described. The hydration-condensation of alkyne, 1 aldehyde, 2 C−C coupling followed by 1,3-dipolar cycloaddition of in-situ generated azomethine ylide from Isatin, 3 and L-proline, 4 a or sarcosine, 4 b furnished novel spirooxindoles, 5 under solvent-free green-chemical conditions, in high regio and stereo selectivities and yields. The regio and stereochemistry of the synthesized derivatives were characterized by 2D NMR Spectroscopic studies. © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim