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Synthesis of Cholestan -3-One Derivatives Possessing a C-2 Spiro-Oxindole Substituent

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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… Click to show full abstract

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.

Keywords: cholestan one; one derivatives; possessing spiro; derivatives possessing; synthesis cholestan; spiro oxindole

Journal Title: Journal of Chemical Research
Year Published: 2018

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