The Journal of Organic Chemistry,
Год журнала:
2019,
Номер
84(9), С. 5980 - 5986
Опубликована: Апрель 23, 2019
An
efficient
decarboxylative
trifluoromethylation
of
α,β-unsaturated
carboxylic
acids
using
the
Langlois
reagent
as
a
trifluoromethyl
precursor
has
been
achieved
by
an
electro-oxidative
strategy.
Under
catalyst-free
and
external
oxidant-free
electrolysis
conditions,
series
Cvinyl-CF3
compounds
are
obtained
with
high
regioselectivity
in
good
yields.
The
successful
trapping
CF3
radical
scavenger
confirmed
that
processes
involved
this
system.
Chemical Reviews,
Год журнала:
2019,
Номер
119(14), С. 8701 - 8780
Опубликована: Июнь 25, 2019
Organosulfur
compounds
have
long
played
a
vital
role
in
organic
chemistry
and
the
development
of
novel
chemical
structures
architectures.
Prominent
among
these
organosulfur
are
those
involving
sulfur(IV)
center,
which
been
subject
countless
investigations
over
more
than
hundred
years.
In
addition
to
list
textbook
sulfur-based
reactions,
there
has
sustained
interest
organosulfur(IV)
recent
Of
particular
within
is
ease
with
synthetic
chemist
can
effect
wide
range
transformations
through
either
bond
formation
or
cleavage
at
sulfur.
This
review
aims
cover
developments
past
decade
molecules
provide
insight
into
both
reactions
critically
rely
on
this
versatile
element
diverse
scaffolds
that
thereby
be
synthesized.
Chemistry - An Asian Journal,
Год журнала:
2018,
Номер
13(17), С. 2277 - 2291
Опубликована: Июнь 13, 2018
Abstract
Three‐component
reactions
can
directly
convert
three
reactants
into
the
desired
products
in
one
pot
and
thus
greatly
shorten
synthetic
path.
Recently,
transition‐metal
catalysis
has
been
applied
difunctionalization
of
alkenes
remarkable
progress
achieved
to
facilitate
construction
a
wide
range
functional
molecules
with
high
atom‐
step‐economic
efficiency.
This
Focus
Review
highlights
recent
advances
this
field.
Chemical Communications,
Год журнала:
2022,
Номер
58(75), С. 10442 - 10468
Опубликована: Янв. 1, 2022
Fluorine
compounds
are
known
for
their
abundance
in
more
than
20%
of
pharmaceutical
and
agrochemical
products
mainly
due
to
the
enhanced
lipophilicity,
metabolic
stability
pharmacokinetic
properties
organofluorides.
Consequently,
last
decade
has
seen
enormous
growth
incorporation
a
trifluoromethyl
group
into
organic
motifs.
With
significance,
this
review
aims
provide
complete
picture
transition
metal-mediated
construction
C(sp3,
sp2,
sp)-CF3
bonds
via
C-H/X
bond
functionalization
or
addition
processes
both
aliphatic
aromatic
hydrocarbons.
Diversified
reagents
ranging
from
radical
electrophilic
nucleophilic
trifluoromethylating
agents
respective
mechanisms
have
been
further
deliberated
comprehensive
overview.
The
coverage
on
topic
is
expected
make
unique
beneficial
future
applications
enriching
community
towards
improvements
field
trifluoromethylation
reactions,
turn
improving
propensity
development
drugs.
Advanced Synthesis & Catalysis,
Год журнала:
2018,
Номер
360(20), С. 3969 - 3977
Опубликована: Авг. 3, 2018
Abstract
Disclosed
herein
is
a
direct
C−H
trifluoromethylation
of
quinoxalin‐2(1
H
)‐ones
with
sodium
trifluoromethanesulfinate.
This
protocol
affords
series
3‐trifluoromethylquinoxalin‐2(1
)‐one
derivatives
in
moderate
to
excellent
yields
under
transition‐metal‐free
conditions.
The
present
methodology
features
utilization
the
inexpensive
trifluoromethyl
source
without
transition‐metal‐catalysts,
mild
reaction
conditions
and
high
functional
group
tolerance,
which
promises
convenient
efficient
access
pharmaceutically
interesting
quinoxalinones.
magnified
image
Chemistry - A European Journal,
Год журнала:
2018,
Номер
24(45), С. 11559 - 11563
Опубликована: Июнь 15, 2018
Abstract
Trifluoromethyl‐containing
compounds
play
a
significant
role
in
medicinal
chemistry,
materials
and
fine
chemistry.
Although
direct
C−H
trifluoromethylation
has
been
achieved
on
Csp
2
−H
bonds,
conversion
of
3
bonds
to
−CF
remains
challenging.
We
report
herein
an
efficient
protocol
for
the
selective
benzylic
bonds.
This
process
is
mediated
by
combination
Cu
III
species
persulfate
salts.
A
wide
range
methylarenes
can
be
selectively
trifluoromethylated
at
positions.
experimental
theoretical
mechanistic
studies
suggests
that
reaction
involves
radical
intermediate
as
CF
transfer
reagent.
Synthesis,
Год журнала:
2019,
Номер
51(24), С. 4507 - 4530
Опубликована: Окт. 10, 2019
Styrene,
an
extremely
important
compound
in
the
chemical
industry,
is
mainly
produced
by
dehydrogenation
or
oxidative
of
ethylbenzene.
Transformation
this
raw
organic
material
to
more
useful
fine
chemicals
a
very
significant
topic.
Recently,
radical
difunctionalization
styrene
has
become
powerful
and
efficient
tool
for
synthesis.
This
strategy
can
introduce
two
substituents
into
molecule
one
step
via
addition
C=C
bond,
enhancing
molecular
complexity
single
operation
with
good
selectivity
wide
functional
group
compatibility.
1
Introduction
2
C-Centered
Radicals
3
CF3
Other
Polyfluoroalkyl
4
N-Centered
5
P-Centered
6
O-Centered
7
S-Centered
8
Other-Atom-Centered
9
Conclusion
Perspective
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(4), С. 398 - 462
Опубликована: Янв. 18, 2023
Abstract
The
difunctionalizative
trifluoromethylation
of
unsaturated
C−C
bonds
is
a
highly
useful
and
efficient
method
for
the
synthesis
trifluoromethyl
compounds
with
attractive
architectures
from
simple
feedstocks,
allowing
introduction
CF
3
group
along
wide
variety
substituents
either
inter‐
or
intramolecularly.
Given
that
molecules
are
increasingly
used
as
promising
bioactive
species
in
design
new
drugs
agrochemicals,
has
been
extensively
studied
during
last
decade.
This
review
focuses
on
reactions
proceeding
via
simultaneous
formation
C−heteroatom
(O,
N,
S,
Se,
B)
C−H
bonds,
these
provide
group‐containing
building
blocks.
To
identify
trends
prospects
evolution
this
methodology,
we
systematically
describe
variants
types
more
general
view
reaction
conditions,
modes,
mechanisms.
presented
comprehensive
survey
enables
categorization
into
those
synthetically
mature
room
further
development.
magnified
image
Organic Letters,
Год журнала:
2024,
Номер
26(15), С. 2955 - 2959
Опубликована: Апрель 3, 2024
An
Eosin
Y-catalyzed
visible
light-promoted
1,4-peroxidation–sulfonylation
of
enynones
was
achieved
to
give
tetrasubstituted
allenes.
The
photoredox
catalysis
Y
allowed
the
concomitant
formation
peroxy
and
sulfonyl
radicals,
where
preferential
radical
addition
alkene
moiety
resulted
in
subsequent
α-keto
radical–sulfonyl
cross
couplings.
developed
demonstrates
a
regioselective
1,4-diradical
strategy,
opening
up
new
possibility
diradical
functionalization
conjugate
systems.
