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ID 113941
Author
Nishikiori, Nanako Tokushima University
Nakamura, Akihito Tokushima University
Miyagi, Murasaki Tokushima University
Shibata, Nao Tokushima University
Keywords
o-phthalaldehyde
isoindole
steric protection
isoindolin-1-one
Content Type
Journal Article
Description
o-Phthalaldehyde (OPA) reacts with O-protected tris(hydroxyalkyl) aminomethanes in the presence of 1-propanethiol to afford a novel class of stable isoindoles. Steric protection provided by the bulkiness of C3-symmetric primary amines derived from tris(hydroxymethyl)aminomethane could be significant for the stabilization of 1-alkylthio-2-alkyl-substituted isoindoles derived from OPA. A plausible reaction mechanism is proposed to explain the formation of the isoindole and an isoindolin-1-one by-product.
Journal Title
SynOpen
ISSN
25099396
Publisher
Georg Thieme Verlag Stuttgart
Volume
2
Issue
1
Start Page
50
End Page
57
Published Date
2018-02-20
Rights
This article is published under the Creative Commons license CC BY-NC-ND (Attribution-NonCommercial-NoDerivatives)(https://creativecommons.org/licenses/by-nc-nd/4.0/)
EDB ID
DOI (Published Version)
URL ( Publisher's Version )
FullText File
language
eng
TextVersion
Publisher
departments
Pharmaceutical Sciences
Technical Support Department
Oral Sciences