Title
Chemoselective addition of isocyanides to N-tert-butanesulfiniminesChemoselective addition of isocyanides to N-tert-butanesulfinimines
Author
Faculty/Department
Faculty of Sciences. Chemistry
Faculty of Applied Engineering Sciences
Research group
Advanced Reactor Technology (ART)
Publication type
article
Publication
Washington, D.C.,
Subject
Chemistry
Engineering sciences. Technology
Source (journal)
Organic letters / American Chemical Society. - Washington, D.C.
Volume/pages
16(2014):19, p. 5116-5119
ISSN
1523-7060
ISI
000342719500038
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
The reaction of isocyanides with N-tert-butanesulfinimines shows remarkable chemoselectivity. β-Sulfinylamino isocyanides are formed exclusively with aromatic sulfinimines, while α-sulfeneimino acetamides result when using aliphatic derivatives. A mechanism is suggested for the latter transformation, together with an explanation for the observed selectivity. Finally, a scope study is presented for this remarkably chemoselective reaction.
Full text (open access)
https://repository.uantwerpen.be/docman/irua/7760b2/8390.pdf
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