g-C3N4-Based Heterogeneous Photocatalyzed Synthesis and Evaluation of Antitumor Activities of Fluoroalkylated 4H-Pyrido[1,2-a]pyrimidin-4-ones
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 26, 2025
The
first
example
of
heterogeneous
photoredox-catalyzed
fluoroalkylation
4H-pyrido[1,2-a]pyrimidin-4-ones
has
been
developed.
With
low-cost
commercial
g-C3N4
as
the
recyclable
photocatalyst
and
cheap
sodium
fluoroalkyl
sulfonates
source,
a
variety
fluoroalkylated
pyridopyrimidinones
were
constructed
in
moderate
to
high
yields.
present
reaction
can
be
easily
scaled
up
with
good
efficiency,
catalytic
system
reused
5
times
slight
loss
activities.
Furthermore,
biological
activity
synthesized
compounds
was
preliminarily
investigated.
Язык: Английский
Synthesis of Ester-Substituted Polycyclic N-Heteroaromatics via Photocatalyzed Alkoxycarbonylation/Tricyclization Reactions of Enediyne in Continuous Flow Conditions
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 20, 2025
For
the
first
time,
a
photoredox-catalyzed
alkoxycarbonylation/tricyclization
reaction
was
developed
by
employing
readily
accessible
enediynes
and
alkyloxalyl
chlorides
as
starting
materials,
enabling
synthesis
of
ester-substituted
polycyclic
N-heteroaromatics
under
mild
conditions
through
radical-mediated
mechanism.
This
photocatalytic
strategy
is
notable
for
its
exceptional
compatibility
with
diverse
functional
groups,
scalability,
efficiency
in
formation
rings
chemical
bonds.
Notably,
continuous
flow
photocatalysis
technology
markedly
improved
these
reactions
compared
to
equivalent
batch
reactions,
efficiently
decreasing
times
merely
40
min.
Язык: Английский
Photocatalyzed Annulation‐Biselenylation of Enynone with Diarylselenides toward Biselenium‐Substituted 1‐Indanones under Metal‐ and Photosensitizer‐Free Conditions
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 17, 2025
Comprehensive
Summary
A
practical
photocatalytic
annulation‐biselenylation
strategy
has
been
developed
for
the
efficient
synthesis
of
biselenium‐substituted
1‐indanones
(38
examples
in
total)
with
generally
good
yields
(up
to
95%)
and
excellent
stereoselectivity
(>19
:
1
Z
/
E
ratio)
by
employing
enynones
diaryl
selenides
as
starting
materials
under
photosensitizer‐free
conditions.
The
reaction
mechanism
involves
a
cascade
process
comprising
homolytic
cleavage,
radical
addition,
5‐
exo
‐
dig
cyclization,
capture,
enabling
sequential
formation
multiple
bonds,
such
C(sp
3
)‐Se,
)‐C(sp
2
),
)‐Se
rapidly
construct
molecular
complexity.
Notably,
this
approach
demonstrates
wide
substrate
compatibility
tolerability
towards
various
functional
groups.
It
is
further
characterized
its
remarkable
efficiency
creating
chemical
bonds
achieving
high
atomic
utilization
100%.
Язык: Английский
Copper‐catalyzed radical‐induced annulation‐halo(bi)cyanomethylation of indole‐tethered 1,6‐enynes toward pyrrolo[1,2‐a]indoles
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(17), С. 3578 - 3584
Опубликована: Июнь 18, 2024
Abstract
A
copper‐catalyzed
radical‐induced
annulation‐halocyanomethylation
of
indole‐linked
1,6‐enynes
has
been
established
using
haloacetonitrile
as
radical
precursors,
enabling
the
synthesis
21
cyanomethylated
pyrrolo[1,2‐
a
]indoles
with
yields
ranging
from
42%
to
81%
and
Z
/
E
ratio
up
19:1.
Moreover,
by
adjusting
reaction
temperature,
variation
annulation‐bromobicyanomethylation
process
was
achieved,
resulting
in
production
12
bicyanomethylated
]indole
isomers
41–68%.
The
stereoisomeric
mixture
products
could
be
purified
their
pure
configurations
through
recrystallization.
proposed
mechanism
formulated
series
control
experiments.
Язык: Английский
Assembly of Thiazino[3,4‐a]isoquinoline and Thiazepino[5,4‐a]isoquinoline Frameworks from Isoquinolinium 1,4‐Zwitterionic Thiolates via [5 + 1] and [5 + 2] Cycloaddition Reactions
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 18, 2024
Abstract
Two
cycloaddition
modes
of
isoquinolinium
1,4‐zwitterionic
thiolates
have
been
established.
Upon
choosing
α
‐bromo
ketones
as
the
counterpart,
a
range
isoquinoline‐fused
thiazines
can
be
attained
with
yields
ranging
from
moderate
to
excellent
through
formal
[5+1]
reaction
pathway,
exhibiting
remarkable
substrate
adaptability
and
resilience
diverse
functional
groups.
Additionally,
library
unprecedented
thiazepino[5,4‐
]isoquinolines,
novel
category
seven‐membered
heterocycles,
has
synthesized
via
[5+2]
pathway
utilizing
acetylenedicarboxylate
reactive
component.
Notably,
this
process
stands
out
for
its
exceptional
100
%
atomic
utilization
efficiency.
Язык: Английский
Photo‐catalyzed Stereospecific Synthesis of Trisubstituted Alkenes Incorporating 3,3‐Difluoro‐γ‐Lactams from Morita‐Baylis‐Hillman Acetates and N‐Allylbromodifluoroacetamides
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 1, 2024
Abstract
A
photocatalytic
methodology
has
been
devised
for
the
stereoselective
construction
of
trisubstituted
alkenes
incorporating
3,3‐difluoro‐γ‐lactams
in
17–93%
yields
via
a
radical
cascade
process
utilizing
MBH
acetates
and
N
‐allylbromodifluoroacetamides
as
starting
materials.
The
reaction
mechanism
involves
single‐electron
transfer,
5
‐
exo
trig
cyclization,
addition,
elimination
fashion.
Язык: Английский