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ID 114283
Author
Ueta, Shun Tokushima University
Okamoto, Takuma Tokushima University
Keywords
nitrone
flow
microreactor
nucleophilic addition
nitrogen-containing compound
Content Type
Journal Article
Description
Nucleophilic addition reactions of soft carbon nucleophiles to nitrones in a flow microreactor are reported for the first time. Under microflow conditions at 30 °C to 0 °C, a range of nitrones can be efficiently transformed into the corresponding oxyiminium ions by reacting with either acyl halides or trialkylsilyl triflates, which can subsequently undergo the addition of nucleophiles including allyltributylstannane, ketene methyl tert-butyldimethylsilyl acetal, and N-silyl ketene imines to afford the corresponding adducts in high yields, while such reactions at a similar temperature under batch conditions have resulted in lowering the yields due to undesired side reactions.
Journal Title
Synlett
ISSN
09365214
14372096
NCID
AA10731110
Publisher
Georg Thieme Verlag
Volume
31
Issue
9
Start Page
866
End Page
870
Published Date
2020-02-18
EDB ID
DOI (Published Version)
URL ( Publisher's Version )
FullText File
language
eng
TextVersion
Author
departments
Science and Technology
Liberal Arts and Sciences