Photocatalytic Oxidative C(sp3)-H/N–H Cross-Dehydrogenative Coupling of Tertiary Anilines with Amides/Imides: Synthesis of N-Mannich Bases
Qiaerbati Adelibieke,
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Bulunuer Yusan,
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Xiong Wang
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et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 30, 2025
A
photocatalytic
method
for
the
synthesis
of
N-Mannich
bases
has
been
developed
through
C(sp3)-H/N-H
cross-dehydrogenative
coupling
N,N-dimethylanilines
with
amides/imides.
This
process
utilizes
2,4,6-triphenylpyrylium
tetrafluoroborate
(TPT)
as
photocatalyst
and
is
conducted
at
ambient
temperature
atmospheric
air.
Various
aromatic,
heteroaromatic
aliphatic
(cyclic)
amides,
well
imides
were
successfully
employed,
yielding
moderate
to
good
results.
Preliminary
mechanistic
isotope-labeling
studies
indicate
that
reaction
likely
proceeds
via
a
single
electron
transfer
pathway
involves
an
α-aminoalkyl
radical
intermediate.
Language: Английский
Acidity of Saturated (Hetero)cyclic α-Fluoro Carboxylic Acids and Lipophilicity of Their Amide Derivatives
Journal of Fluorine Chemistry,
Journal Year:
2024,
Volume and Issue:
278, P. 110316 - 110316
Published: July 9, 2024
Language: Английский
TMSN3 Initiated Electrochemical Mono-Dealkylation of Tertiary Amides
Anjun Ding,
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Meixia Liu,
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Yunxiang Jiang
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 13, 2024
N-Dealkylation
of
amides
is
a
general
process
in
living
organisms
and
organic
synthetic
chemistry,
but
an
efficient
chemical
approach
for
this
transformation
has
not
been
explored.
Herein,
we
report
electrochemical
method
the
monodealkylation
wide
range
tertiary
amides,
including
benzamides,
alkyl
lactams,
sulfonamides.
The
reaction
proceeds
smoothly
under
mild
conditions
using
TMSN3
as
initiator
limited
to
deethylation
or
demethylation.
This
protocol
enables
large
synthesis,
providing
valuable
tool
chemistry.
Language: Английский
Introduction of the year 2023
M. A. Quindt,
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Taegeun Jo,
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Luca Nicchio
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et al.
Royal Society of Chemistry eBooks,
Journal Year:
2024,
Volume and Issue:
unknown, P. 1 - 31
Published: Dec. 18, 2024
In
the
introduction
chapter
we
introduce
volume
and
its
three
sections,
namely
critical
reviews,
highlights
on
recent
“hot”
topics
SPR
lectures
in
photochemistry.
Furthermore,
includes
most
significant
editorial
releases
photochemistry
2023,
by
presenting
awards,
handbooks,
special
issues
reviews.
Language: Английский