Iron-catalyzed imination of sulfoxides and sulfides.

Org Lett

Institute of Organic Chemistry, RWTH Aachen University, Germany.

Published: May 2006

[reaction: see text] The Fe(III)-catalyzed imination of sulfoxides and sulfides with sulfonylamides in the presence of iodinanes has been investigated. The best results were obtained when Fe(acac)(3) was used as a catalyst in combination with iodosylbenzene, providing an effective alternative (stereospecific) access to sulfoximines and sulfilimines.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol060640sDOI Listing

Publication Analysis

Top Keywords

imination sulfoxides
8
sulfoxides sulfides
8
iron-catalyzed imination
4
sulfides [reaction
4
[reaction text]
4
text] feiii-catalyzed
4
feiii-catalyzed imination
4
sulfides sulfonylamides
4
sulfonylamides presence
4
presence iodinanes
4

Similar Publications

In this study, four novels 2,5,6-trisubstituted imidazothiadiazole derivative ligands and their Ag(I) complexes were synthesized and characterized using various spectroscopic analysis techniques. First, imidazo[2,1-b][1,3,4]thiadiazole derivative (3) was obtained from the reaction of 5-amino-1,3,4-thiadiazole-2-thiol with benzyl bromide in the presence of KOH in an ethanolic medium. In the next step, the resultant compound reacted sequentially with four substituted phenacyl bromide derivatives (4a-4d) under refluxed ethanol for 24 h to obtain substituted 2-(benzylthio)-6-phenylimidazo[2,1-b][1,3,4]thiadiazole derivatives (5-8).

View Article and Find Full Text PDF

Design and synthesis of some novel structurally diverse thiochroman derivatives as fungicides against phytopathogenic fungi.

Pest Manag Sci

December 2024

College of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, Guiyang, P. R. China.

Background: Plant diseases infected by pathogenic fungi have a devastating effect on global agricultural and food industry yields. The development of novel, environmentally friendly, and efficient fungicides is an important technique for preventing and combatting phytopathogenic fungi.

Results: Herein, 99 thiochroman-based derivatives containing hydroxyl, sulfoxide, sulfone, carbonyl, double bond, amino, imine, oxime, oxime ester, and amide moieties were synthesized.

View Article and Find Full Text PDF

Spectroscopic and nonlinear optical investigations of biscinnamyl-sulfone derivatives: Computational and experimental insights.

Spectrochim Acta A Mol Biomol Spectrosc

January 2025

Department of Chemistry and Earth Sciences, College of Arts and Sciences, Qatar University, P.O. Box 2713, Doha, Qatar. Electronic address:

Novel geometrically asymmetric biscinnamyl-sulfone compounds (6a-c) with donor-π-conjugated spacer-acceptor functionality were successfully synthesized. This was achieved by coupling cinnamaldehyde precursors with 3,3'-diaminodiphenyl sulfone in dry organic solvents, resulting in high yields. Several spectroscopic techniques were employed to identify the derivatives.

View Article and Find Full Text PDF

Highly enantioselective Rh-catalyzed allylic substitution of the racemic branched allylic substrates with 2-fluoromalonate was realized enabled by a novel chiral sulfoxide-imine-olefin ligand under mild reaction conditions. The utilization of CuSO is beneficial for improving the enantioselectivity. Notably, the chiral fluoro-containing allyl products can be employed in a selective cyclic esterification to form chiral α-fluorolactone bearing vicinal stereogenic centers.

View Article and Find Full Text PDF

Metal dipyrrinato complexes of 4d and 5d metals have distinctive features such as high absorption coefficients in the visible section and room temperature phosphorescence in the red region. This work demonstrates the light-assisted oxidation of organic compounds employing rhenium(I)dipyrrinato complexes as catalysts. The heavy atom effect in rhenium(I)dipyrrinato complexes leads to the formation of long-lived triplet excited states, and these complexes can generate singlet oxygen in excellent yields (up to 84 %).

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!