Visible Light-Induced C–H Alkylation of Azauracils with N-Hydroxyphthalimide Esters via Catalytic EDA Complex
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 13, 2025
Herein,
we
report
sodium
iodide
(NaI)-catalyzed
decarboxylative
C–H
alkylation
of
azauracils
with
N-hydroxyphthalimide
(NHPI)
esters
facilitated
by
visible
light
activation
catalytic
electron
donor–acceptor
(EDA)
complexes.
Control
experiments
and
density
functional
theory
calculations
suggest
that
the
coupling
reaction
proceeds
via
a
transiently
assembled
EDA
complex
between
NHPI
ester
NaI
in
N,N-dimethylacetamide
solvent.
This
synthetic
method
efficiently
applies
to
primary,
secondary,
tertiary
under
mild,
photocatalyst-free,
redox-neutral
conditions,
achieving
high
yields
desired
alkylated
azauracils.
Язык: Английский
Electroreductively driven C–H functionalization of arenes
Chem Catalysis,
Год журнала:
2025,
Номер
unknown, С. 101359 - 101359
Опубликована: Апрель 1, 2025
Язык: Английский
Electrochemical Synthesis of Ketones Via Metal-Free Decarboxylative Coupling of Vinyl Azides and Nhpi Esters
Опубликована: Янв. 1, 2025
We
introduce
a
metal-free
method
for
C–C
bond
formation
by
coupling
NHPI
esters
with
vinyl
azides
through
electrochemical
synthesis.
By
converting
carboxylic
acids
into
radical-initiating
esters,
our
approach
achieves
efficient
C(sp3)–C(sp3)
without
the
need
metal
catalysts.
This
is
highly
adaptable,
enabling
of
various
broad
range
azides,
including
those
halide
or
heteroatom
substitutions.
It
offers
sustainable
to
synthesizing
complex
molecules.
Язык: Английский
The organophotocatalytic trifluoromethylation of 6-azauracils
RSC Advances,
Год журнала:
2025,
Номер
15(15), С. 11370 - 11376
Опубликована: Янв. 1, 2025
Herein,
we
have
developed
an
organophotocatalytic
trifluoromethylation
of
6-azauracils
using
inexpensive
Langlois
reagent
to
prepare
a
variety
trifluoromethylated
azauracil
derivatives
under
ambient
air
condition.
Язык: Английский
Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction
Molecules,
Год журнала:
2025,
Номер
30(8), С. 1711 - 1711
Опубликована: Апрель 11, 2025
Traditionally
employed
as
hydrogenation
reagents,
benzothiazolines
have
emerged
versatile
carbanion
and
radical
transfer
playing
a
vital
role
in
the
construction
of
various
carbon-carbon
bonds.
The
cutting-edge
progress
photochemistry
chemistry
prompted
study
visible
light-driven
reactions,
bringing
into
vibrant
focus.
Their
chemical
processes
been
uncovered
to
encompass
variety
activation
mechanisms,
with
five
distinct
modes
having
identified.
This
work
reviews
innovative
applications
donors
alkyl
or
acyl
groups,
achieving
hydroalkylation
hydroacylation
substitution.
By
examining
their
diverse
this
review
highlights
potential
serving
groups
for
further
research
development.
Moreover,
will
offer
exemplary
inspiration
synthetic
chemists,
contributing
ongoing
evolution
utility
organic
synthesis.
Язык: Английский
Recent Advances in Electrochemical Utilization of NHPI Esters
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
This
review
highlights
recent
progress
in
the
electrochemical
use
of
NHPI
esters
for
sustainable
C–C
and
C–X
bond
formation
under
both
metal-catalyzed
metal-free
conditions.
Язык: Английский
Silver-catalyzed direct decarboxylative C H functionalization of azauracils with aliphatic carboxylic acids
Tetrahedron Letters,
Год журнала:
2025,
Номер
unknown, С. 155619 - 155619
Опубликована: Апрель 1, 2025
Язык: Английский
Electricity-driven reductive coupling reaction of imines with N-(acyloxy)phthalimides
Tetrahedron Letters,
Год журнала:
2024,
Номер
153, С. 155367 - 155367
Опубликована: Ноя. 14, 2024
Язык: Английский
Electrochemically Induced, Metal Free Synthesis of 2‐substituted chroman‐4‐ones
ChemistryOpen,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 16, 2024
Abstract
Electrochemically
induced,
decarboxylative
functionalization
of
chromone‐3‐carboxylic
acids
by
N
‐hydroxyphthalimide
esters
as
alkyl
radical
precursors
was
studied.
Electrochemical
protocol
offers
a
sustainable
and
green
approach,
obviating
the
need
for
catalysts,
relying
on
direct
reduction
NHPI
using
electric
current.
Developed
provides
straightforward
route
to
synthesis
diverse
molecules
with
potential
biological
activity.
Язык: Английский