Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(17), P. 3675 - 3683
Published: Jan. 1, 2023
We
report
a
ring-opening
trifluoromethylthiolation
of
cyclopropanols
with
TsSCF3
by
using
Cu(OAc)2
as
the
catalyst.
Moreover,
this
strategy,
trifluoromethylselenolation
Se-(trifluoromethyl)
4-methoxybenzenesulfonoselenoate
to
access
β-SeCF3-substituted
carbonyl
compounds
is
achieved
for
first
time.
The
broad
substrate
scope,
readily
accessible
reagents
and
cheap
catalyst
make
protocol
an
alternative
efficient
method
synthesis
β-SCF3-substituted
or
compounds.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(8)
Published: Jan. 8, 2024
A
mild
photoredox
catalyzed
construction
of
sulfides,
disulfides,
selenides,
sulfoxides
and
sulfones
from
unstrained
ketone
precursors
is
introduced.
Combination
this
deacylative
process
with
S
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(10), P. 4926 - 4975
Published: Jan. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(9)
Published: May 22, 2023
Abstract
In
the
last
few
years,
many
reagents
and
protocols
have
been
developed
to
allow
for
efficient
fluorofunctionalization
of
a
diverse
set
scaffolds
ranging
from
alkanes,
alkenes,
alkynes,
(hetero)arenes.
The
concomitant
rise
organofluorine
chemistry
visible
light‐mediated
synthesis
synergistically
expanded
fields
mutually
benefitted
developments
in
both
fields.
this
context,
light
driven
formations
radicals
containing
fluorine
major
focus
discovery
new
bioactive
compounds.
This
review
details
recent
advances
progress
made
fluoroalkylation
heteroatom
centered
radical
generation.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(11), P. 1230 - 1236
Published: Feb. 5, 2024
Comprehensive
Summary
A
visible‐light‐enabled,
photocatalyst‐free
hydroacylation
reaction
of
azodicarboxylic
acid
derivatives
was
described.
This
radical
conjugate
addition
(RCA)
protocol
relied
on
the
dual
role
4‐acyl‐1,4‐dihydropyridine
(acyl‐DHP)
reagents
that
besides
being
as
reservoirs,
they
also
enabled
conversion
adducts
to
anion
intermediates
via
reduction.
Under
“catalyst‐oxidant‐additive
free”
conditions,
a
wide
range
structurally
different
acyl
hydrazide
products
were
readily
obtained
in
56%—99%
yields.
The
utility
this
transformation
further
demonstrated
by
scale‐up
synthesis
and
downstream
derivatization.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(2), P. 168 - 182
Published: Dec. 16, 2023
Abstract
Photoinduced
chemical
transformations
have
become
a
promising
aspect
of
organic
synthesis.
This
review
focuses
on
the
recent
advancements
in
harnessing
photoinduced
processes
for
formation
carbon‐chalcogen
(C−O,
C−S,
C−Se,
and
C−Te)
bonds
under
catalyst‐free
conditions.
These
pathways
typically
involve
either
radical
mechanism
or
creation
electron‐donor‐acceptor
(EDA)
complexes.
The
explores
intricacies
underlying
mechanisms,
discusses
limitations,
evaluates
applicability
various
methodologies
this
field.
Notably,
photocatalyst
transition
metal‐free
photochemical
reactions
offer
effective
alternatives
to
enhance
sustainability
research
area.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 9372 - 9380
Published: June 21, 2023
Visible-light-induced
decarboxylative
trifluoromethylselenolation
of
(hetero)aromatic
carboxylic
acids
with
[Me4N][SeCF3],
oxidant,
and
catalysts
afforded
a
variety
(hetero)aryl
trifluoromethyl
selenoethers
in
good
yields.
The
reaction
might
involve
radical
process,
which
generated
radicals
from
the
stable
via
oxidative
decarboxylation
NFSI
as
[di-tBu-Mes-Acr-Ph][BF4]
photocatalyst,
1,1'-biphenyl
cocatalyst.
Both
had
decisive
influence
on
reaction.
was
further
promoted
by
copper
salts
probably
Cu-mediated
cross-coupling
sensitive
SeCF3
species
situ
formed
radicals.
Advantages
method
include
visible
light
irradiation,
mild
conditions
at
ambient
temperature,
functional
group
tolerance,
no
pre-functionalization/activation
starting
acids,
applicability
to
drug
molecules.
This
protocol
is
promising
synthetically
useful,
overcame
limitations
known
methods
represented
first
acids.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: May 29, 2024
Abstract
The
trifluoromethylthio
(SCF3)
and
trifluoromethylselanyl
(SeCF3)
groups
possess
high
electron-withdrawing
ability,
excellent
lipophilicity,
good
stability,
bioavailability,
they
are
promising
structural
motifs
in
drug
design
development.
Photoredox
catalysis
has
clear
benefits;
it
is
a
mild
sustainable
methodology
for
the
modification
of
chemical
structures
that
enables
variety
reactions
unattainable
using
classical
ionic
chemistry.
This
review
focuses
on
light-initiated
trifluoromethylthiolation
trifluoromethylselenolation
with
diverse
SCF3
SeCF3
reagents.
Representative
transformations
either
photocatalysts
or
through
EDA
complexes,
as
well
possible
reaction
mechanisms,
all
discussed
this
article.
1
Introduction
2
Photocatalyzed
Trifluoromethylthiolation
2.1
MSCF3
(M
=
H,
[Me4N],
Ag)
2.2
XSCF3
(X
Cl,
CF3S)
2.3
ArSO2SCF3
2.4
N–SCF3
Reagents
2.5
Other
3
Trifluoromethylselenolation
3.1
[Me4N][SeCF3]
3.2
ArSO2SeCF3
4
Summary
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(23)
Published: April 25, 2024
Abstract
A
mini
review
focused
on
the
chemistry
of
selenosulfones
reported
since
2019
is
here
presented.
Initially,
methods
aimed
to
preparation
such
moiety
are
discussed.
Successively
1,2‐,
1,3‐,
1,4‐
and
1,7‐addition
reactions
C−C
single
multiple
bonds
illustrated.
The
forth
chapter
focuses
electrophilic
aromatic
substitutions.
fifth
deals
with
C−H
functionalizations
while
sixth
one
shows
aryl
diazonium
salts
or
its
precursors.
radical
coupling
redox
active
reagents,
subject
section
seventh.
Selenosulfones
challenged
in
nucleophilic
substitutions
phosphorus‐containing
compounds
shown
eight
nine
followed
by
conclusions
perspectives
section.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(32), P. 5984 - 5988
Published: Aug. 7, 2023
A
novel
oxidative
cleavage
and
fluoromethylthiolation
reaction
of
C═C
bonds
has
been
developed
that
represents
the
first
general
method
for
preparation
mono-,
di-,
trifluoromethylthioesters
from
alkenes.
The
protocol
features
excellent
product
selectivity
substrate
suitability.
Various
observations
suggested
proceeded
via
a
two-step
radical
process
aldehyde
was
key
intermediate.
What's
more
meaningful
is
this
route
provides
new
direction
converting
alkenes
into
higher-value-added
carbonyl-containing
chemicals.
