A General Method for the Preparation of <i>N</i>-Sulfonyl Aldimines and Ketimines
作者:José Luis García Ruano、José Alemán、M. Belén Cid、Alejandro Parra
DOI:10.1021/ol048005e
日期:2005.1.1
[Reaction: see text] A simple procedure to obtain N-sulfonylimines 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
Methyltrioxorhenium/urea hydrogen peroxide catalyzed oxidation of N-sulfinyl imines: A mild and highly efficient access to N-sulfonyl aldimines, ketimines and α-ketiminoesters
作者:Yu Tan、Ru-Lin Ma、Hua Lin、Xing-Wen Sun
DOI:10.1016/j.tetlet.2020.152587
日期:2020.12
A mild and highly efficient access to N-sulfonyl imines through the oxidation of corresponding N-tert-butylsulfinyl imines and N-p-tosyl-sulfinyl imines with UHP in the presence of catalytic amount MTO was developed. Under mild reaction conditions, this highly selective reaction, provides a general and efficient access to N-sulfonyl aldimines, ketimines and α-ketiminoesters in excellent yield. The
Strecker reactions of various aldimines as well as ketoimines with TMSCN proceeded smoothly under mild conditions to give the corresponding alpha-amino nitriles and alpha,alpha-disubstituted alpha-amino nitriles, respectively, in good to excellent yields in the presence of nanocrystalline magnesium oxide. The reaction proceeds through hypervalent silicate species by coordination to O2-/O- (Lewis basic site) of nanocrystalline magnesium oxide, proved by Si-29 NMR. (C) 2008 Elsevier Ltd. All rights reserved.