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HBF4 center dot DEE-catalyzed formation of sulfinyl imines: Synthesis and mechanistic studies
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry.
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry.ORCID iD: 0000-0001-6782-6622
2018 (English)In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 59, no 13, p. 1249-1253Article in journal (Refereed) Published
Abstract [en]

A mild acid-catalysed method is reported for the formation of sulfinyl imines from tert-butanesulfinamide and aromatic or aliphatic aldehydes using tetrafluoroboric acid diethyletherate (10 mol%) in dichloromethane. Reactions were performed at room temperature and gave the corresponding sulfinyl imines in excellent yield after 2 h. A DFT study was performed and a mechanism for the reaction is postulated. 

Place, publisher, year, edition, pages
PERGAMON-ELSEVIER SCIENCE LTD , 2018. Vol. 59, no 13, p. 1249-1253
Keyword [en]
Sulfinyl imine, Bronsted acid catalysis, Tetrafluoroboric acid, Mechanistic study, DFT
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-225705DOI: 10.1016/j.tetlet.2018.02.051ISI: 000428007300020Scopus ID: 2-s2.0-85042402317OAI: oai:DiVA.org:kth-225705DiVA, id: diva2:1196754
Note

QC 20180411, Funding Agency: KTH-Royal Institute of Technology 

Available from: 2018-04-11 Created: 2018-04-11 Last updated: 2018-04-11Bibliographically approved

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Dinér, Peter

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