Title
Chemoselective addition of isocyanides to N-tert-butanesulfinimines
Author
Faculty/Department
Faculty of Sciences. Chemistry
Faculty of Applied Engineering Sciences
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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