Tetrahedron Letters p. 2087 - 2090 (1999)
Update date:2022-08-02
Topics:
Luzzio, Frederick A.
Piatt Zacherl, DeAnna
Figg, William D.
Desulfurization of phenylthiolactams using an ultrasound-promoted Raney nickel protocol yields the corresponding N-substituted phthalimidines. Benzylic oxidation of the N-substituted phthalimidines by treatment with 2,2'-bipyridinium chlorochromate/m-chloroperbenzoic acid (BPCC/MCPBA) affords the original phthalimides. The reduction-desulfurization is applied to the preparation of a deoxythalidomide derivative which is a TNF-α inhibitor.
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