A series of C-2 cholestan-3-one spiro-oxindole derivatives were prepared by the 1:3 dipolar cycloaddition reaction between the cholestan-3-one substituted by a C-2 arylidene and the azomethine ylid derived from isatin and sarcosine. The dipolarophiles were efficiently obtained by a Claisen-Schmidt reaction of cholestan-3-one and aromatic aldehydes. The structures of the products were established by a combination of NMR, high-resolution mass spectrometry (HRMS) and X-ray data analysis.
