Everything about Nitrone totally explained
A
nitrone is the
N-oxide of an
imine and a
functional group in
organic chemistry. The general structure is R
1R
2C=NR
3+O
- where R
3 is different from H.
A nitrone is
1,3-dipole in
1,3-dipolar cycloadditions. It reacts with
alkenes to an
isoxazolidine:
»
One example of this reaction type is the reaction of various
Baylis-Hillman adducts with
C-Phenyl-N-methylnitrone forming an
isoxazolidine in which R
1 is
phenyl, R
2 is
hydrogen and R
3 is a
methyl group .
Nitrones react with terminal
alkynes and a copper salt to
beta-lactam. This reaction is also called the The
Kinugasa reaction for example in this reaction: :
The first step in this reaction is a dipolar cycloaddition of the nitrone with the
in situ generated
copper(I) acetylide to a 5-membered ring structure which rearranges in the second step.
Further Information
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