Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(6), С. 1220 - 1268
Опубликована: Янв. 22, 2024
Abstract
Elaborated
molecular
architectures,
specifically
those
bearing
one
or
more
carbon
stereocenters,
stand
as
an
important
class
of
carbocyclic
and
heterocyclic
frameworks
because
they
are
frequently
occurring
core
structures
in
numerous
natural
products
biologically
active
pharmaceutical
molecules.
Over
the
past
few
decades,
development
versatile
synthetic
approaches
via
cascade
cyclization
reactions
1,6‐enynes
for
construction
a
series
fused
spiro
compounds
has
been
focus
great
deal
research
initiatives.
These
synthesis
strategies
peculiarly
fascinating
context
assembly
wide
array
molecules,
products,
agrochemicals,
functional
materials.
In
this
review,
recent
developments
transformations
with
diverse
coupling
reagents
summarized
since
2018,
which
could
be
divided
into
five
categories:
1)
Introduction;
2)
Transition
metal
catalyzed
1,6‐enynes;
3)
Metal‐free
4)
Visible‐light‐induced
5)
Electrocatalytic
1,6‐enynes.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(22), С. 5735 - 5745
Опубликована: Янв. 1, 2023
During
the
past
decade,
photo-
and
electrochemical
reactions
proceeding
via
single-electron-transfer
(SET)
triggered
radical
pathways
have
emerged
as
an
indispensable
strategy
for
efficient
formation
of
chemical
bonds.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(4), С. 635 - 697
Опубликована: Янв. 13, 2024
Abstract
In
recent
years,
the
interest
to
develop
cyclizations
promoted
by
visible
light
has
been
gaining
a
lot
of
attention
due
its
sustainability
aspect.
this
review,
we
summarize
most
important
advances
in
period
describing
methods
used
generate
different
ring
sizes,
while
focusing
on
mechanistic
details
these
reactions.
The Chemical Record,
Год журнала:
2023,
Номер
23(9)
Опубликована: Март 21, 2023
Abstract
Fluoroalkylation
is
a
crucial
synthetic
process
that
enables
the
modification
of
molecules
with
fluoroalkyl
groups,
which
can
enhance
properties
compounds
and
have
potential
applications
in
medicine
materials
science.
The
utilization
visible
light‐induced,
metal‐free
methods
particular
importance
as
it
provides
an
environmentally
friendly
alternative
to
traditional
eliminates
risks
associated
metal‐catalyst
toxicity.
This
Account
describes
our
studies
on
fluoroalkylation
processes,
include
use
organic
photocatalysts
or
EDA
complexes.
We
utilized
organophotocatalysts
such
Nile
red,
tri(9‐anthryl)borane,
indole‐based
tetracyclic
complex,
well
catalyst‐free
chemistry
through
photoactive
halogen
bond
formation
unconventional
transient
ternary
complex
nucleophilic
source.
A
variety
π‐systems
including
arenes/heteroarenes,
alkenes,
alkynes
been
successfully
fluoroalkylated
under
developed
reaction
conditions.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(31)
Опубликована: Апрель 1, 2024
Heterocyclic
trifluoromethylation
is
efficiently
initiated
through
a
photochemical
reaction
utilizing
an
electron
donor-acceptor
(EDA)
complex,
proceeding
smoothly
without
the
use
of
photocatalysts,
transition-metal
catalysts,
or
additional
oxidants.
This
method
has
been
optimized
extensive
experimentation,
demonstrating
its
versatility
and
efficacy
across
various
substrates,
including
quinoxalinones,
coumarins,
indolones.
Notably,
this
approach
enables
practical
synthesis
trifluoromethylated
quinoxalinones
on
gram
scale.
Mechanistic
investigations
that
incorporate
radical
trapping
ultraviolet/visible
spectroscopy,
confirmed
formation
EDA
complex
elucidated
pathways.
study
highlights
crucial
role
photoactivation
in
trifluoromethylation,
significantly
expanding
application
scope
complexes
chemical
synthesis.
ACS Omega,
Год журнала:
2024,
Номер
9(26), С. 28129 - 28143
Опубликована: Июнь 19, 2024
An
efficient
and
mild
protocol
for
the
visible
light-induced
radical
cascade
difluoromethylation/cyclization
of
imidazoles
with
unactivated
alkenes
using
easily
accessible
bench-stable
difluoromethyltriphenylphosphonium
bromide
as
precursor
-CF
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(5), С. 1395 - 1403
Опубликована: Янв. 1, 2024
A
iodine
radical
mediated
cascade
[3
+
2]
carbocyclization
of
ene-vinylidenecyclopropanes
with
thiols
and
selenols
to
provide
sulfur-
or
selenium-containing
derivatives
has
been
disclosed.
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.
European Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 1, 2025
Abstract
Herein,
we
explore
a
visible
light‐enabled
radical
addition
for
the
construction
of
N‐sulfonyl
and
N‐acyliminophosphorane
using
triarylphosphine
N‐acylaminopyridinium
salts
in
absence
transition
metal,
photocatalyst,
oxidant
or
base.
This
method
employs
PAr
3
as
both
reaction
catalyst
to
promote
generation
amidyl
via
N−N
bond
cleavage
salts,
materials
preparation
products.
transformation
exhibits
abroad
substrate
scope
good
functional
group
compatibility.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 28, 2025
A
vanadium-catalyzed
radical
cascade
trifluoromethylation/(bi)cyclization
of
alkenes
and
1,7-enynes
with
Togni-II
reagent
for
the
synthesis
trifluoromethylated
oxindoles,
isoquinoline-1,3-diones,
indeno[1,2-c]quinolines
has
been
developed.
These
transformations
show
broad
substrate
compatibility
high
regioselectivity.
Mechanistic
studies
reveal
that
a
CF3
is
in
situ
generated
to
trigger
ensuing
5-exo
6-exo
cyclization,
as
well
6-exo/5-endo
bicyclization
processes.
