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ID 111876
Title Alternative
Facile Guanidine Formation under Mild Acidic Condition
Author
Takeuchi, Kohei Hokkaido University
Tanino, Keiji Hokkaido University
Keywords
guanidinylation
cyclic guanidine
isothiourea
bis(trifluoromethansulfonyl)imide
ammonium bis(trifluoromethansulfonyl)imidate
Content Type
Journal Article
Description
An efficient method for converting isothioureas into guanidines was developed. The use of amine salts of bis(trifluoromethanesulfonyl)imide as a nitrogen source was found to induce an efficient conversion under weak acidic condition at 50 °C. The conversion was applicable to the various amines and carbamate-protected thioureas, and various carbamate-protected cyclic guanidines were obtained in high yields. In particular, ammonium bis(trifluoromethanesulfonyl)imide salt is a useful N1 source with which to construct mono-protected cyclic guanidines.
Journal Title
Synlett
ISSN
09365214
14372096
NCID
AA10731110
AA12357740
Publisher
Thieme
Volume
27
Issue
18
Start Page
2591
End Page
2596
Published Date
2016-08-01
Rights
© 2016 Georg Thieme Verlag Stuttgart · New York
EDB ID
DOI (Published Version)
URL ( Publisher's Version )
FullText File
language
eng
TextVersion
Author
departments
Pharmaceutical Sciences