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A General Method for the Preparation of N-Sulfonyl Aldimines and Ketimines

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journal contribution
posted on 20.01.2005, 00:00 by José Luis García Ruano, José Alemán, M. Belén Cid, Alejandro Parra
A simple procedure to obtain N-sulfonyl imines involving the condensation of carbonyl compounds with p-tolyl or tert-butyl sulfinamides followed by oxidation with m-CPBA of the resulting N-sulfinylimines is reported. The method is applicable to aldehydes (aliphatics and aromatics) and ketones (diaryl, dialkyl, and aryl alkyl), even those containing enolizable protons. It also does not affect CN or CC double bonds and does not epimerize α-stereogenic centers.