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

Authors :
José L. García Ruano
M. Belén Cid
Alejandro Parra
José Alemán
Source :
Organic Letters. 7:179-182
Publication Year :
2004
Publisher :
American Chemical Society (ACS), 2004.

Abstract

[Reaction: see text] 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 alpha-stereogenic centers.

Details

ISSN :
15237052 and 15237060
Volume :
7
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....9460d0f5dc983f06fb9f250873d16e2d
Full Text :
https://doi.org/10.1021/ol048005e