Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
60(22), P. 12170 - 12191
Published: Sept. 17, 2020
Due
to
their
unique
properties,
fluorinated
scaffolds
are
pivotal
compounds
in
pharmaceuticals,
agrochemicals,
and
materials
science.
Over
the
last
years,
development
of
versatile
strategies
for
selective
synthesis
molecules
by
direct
C-H
bond
functionalization
has
attracted
a
lot
attention.
In
particular,
design
novel
transformations
based
on
radical
process
was
bottleneck
distal
reactions,
offering
synthetic
solutions
introduction
groups.
This
Minireview
highlights
major
contributions
this
blossoming
field.
The
new
methodologies
remote
aliphatic
derivatives
with
various
groups
1,5-hydrogen
atom
transfer
β-fragmentation
reaction
will
be
showcased
discussed.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(11), P. 2830 - 2848
Published: Jan. 1, 2023
Recent
advances
in
the
electrochemical
generation
of
1,3-dicarbonyl
radicals
from
C–H
bonds
and
their
mechanistic
insights
synthetic
applications
have
been
summarized.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(16), P. 1913 - 1928
Published: April 24, 2024
Comprehensive
Summary
Organic
fluorine
compounds
are
ubiquitous
and
pivotally
important
organic
molecules,
yet
their
activation
transformation
have
long
been
a
formidable
challenge
due
to
the
high
energy
low
reactivity
of
C—F
bonds.
electrosynthesis,
an
environmentally
benign
synthetic
method
in
chemistry,
enables
myriad
chemical
transformations
without
need
for
external
redox
reagents.
In
recent
years,
electrochemistry
has
emerged
as
powerful
tool
achieving
bonds
fluorine‐containing
compounds.
This
review
aims
succinctly
recapitulate
latest
advancements
electrochemical
defluorinative
delve
into
reaction
design,
mechanistic
insights,
developmental
prospects
these
methods.
Key
Scientists
1959,
Lund
was
first
pioneer
electroreduction
CF
3
CH
group.
Electrochemistry
lately
provided
new
opportunities
efficient
conversion
fluorides.
2020,
Zhou
coworkers
discovered
carboxylation
α‐CF
alkenes.
Lambert
colleagues
reported
electrophotocatalytic
amination
aryl
Electrochemical
hydrodefluorination
trifluoromethylketones
developed
by
Lennox
2021.
same
year,
Wang
Guo
disclosed
radical
alkylation
alkenes
with
Katritzky
salts
alkyl
precursors.
Subsequently,
Wu
Liao
described
transition‐metal‐free,
site‐selective
arylation
polyfluoroarenes
(het)arenes
using
paired
electrophotocatalysis.
2023,
numerous
efforts
were
made
achieve
bond
activation.
Xia
organoboron‐controlled
chemoselective
sequential
(deutero)hydrodefluorination
trifluoroacetamides.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(7), P. 2112 - 2133
Published: Jan. 1, 2024
Organofluorine
compounds
are
of
high
value.
NHC-catalyzed
fluorination
and
fluoroalkylation
have
served
as
powerful
versatile
vehicles
for
accessing
the
related
organofluorines.
This
review
focuses
on
recent
developments
in
this
area.
Science,
Journal Year:
2024,
Volume and Issue:
385(6707), P. 416 - 421
Published: July 25, 2024
Enzymes
capable
of
assimilating
fluorinated
feedstocks
are
scarce.
This
situation
poses
a
challenge
for
the
biosynthesis
compounds
used
in
pharmaceuticals,
agrochemicals,
and
materials.
We
developed
photoenzymatic
hydrofluoroalkylation
that
integrates
motifs
into
olefins.
The
photoinduced
promiscuity
flavin-dependent
ene-reductases
enables
generation
carbon-centered
radicals
from
iodinated
fluoroalkanes,
which
directed
by
photoenzyme
to
engage
enantioselectively
with
approach
facilitates
stereocontrol
through
interaction
between
singular
unit
enzyme,
securing
high
enantioselectivity
at
β,
γ,
or
δ
positions
groups
enzymatic
hydrogen
atom
transfer-a
process
is
notably
challenging
conventional
chemocatalysis.
work
advances
strategies
integrating
chemical
opens
avenues
asymmetric
synthesis
compounds.
National Science Review,
Journal Year:
2017,
Volume and Issue:
4(3), P. 303 - 325
Published: May 1, 2017
Abstract
The
new
millennium
has
witnessed
the
rapid
development
of
synthetic
organofluorine
chemistry
all
over
world,
and
chemists
in
China
have
made
significant
contributions
this
field.
This
review
aims
to
provide
a
brief
introduction
China's
primary
innovations
from
2000
early
2017,
covering
fluorination,
fluoroalkylation,
fluoromethylthiolation,
fluoroolefination
polyfluoroarylation,
as
well
synthesis
with
fluorinated
building
blocks.
Recent
advances
difluorocarbene
carbon–fluorine
bond
activation
are
also
discussed.
As
conclusion,
ends
some
personal
perspectives
on
future
chemistry.
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(8), P. 2735 - 2738
Published: Feb. 9, 2018
A
highly
enantioselective
three-component
coupling
of
1,3-butadiene
with
a
variety
fluorinated
or
nonfluorinated
alkyl
halides
and
aldehydes
has
been
achieved
relying
on
Cr/Co
bimetallic
catalysis
system.
The
strategy
established
here
facilitates
straightforward
introduction
the
privileged
fluoro
functionalities
into
homoallylic
alcohols
from
bulk
feedstock
materials
in
anti-diastereo
manner.
Chemical Science,
Journal Year:
2017,
Volume and Issue:
8(9), P. 6633 - 6644
Published: Jan. 1, 2017
Unprecedented
light-induced
oxidant
and
metal-free
tandem
radical
cyclization–trifluoromethylation
dehydrogenative
oxygenation
of
1,6-enynes
have
been
achieved
using
a
photoredox
catalyst,
CF3SO2Na,
water
as
the
oxygen
source.
Angewandte Chemie International Edition,
Journal Year:
2017,
Volume and Issue:
57(1), P. 328 - 332
Published: Nov. 13, 2017
Herein,
a
copper-catalyzed
C-F
bond
defluorosilylation
reaction
of
tetrafluoroethylene
and
other
polyfluoroalkenes
is
described.
Mechanistic
studies,
based
on
series
stoichiometric
reactions
with
copper
complexes,
revealed
that
the
key
steps
this
are
1)
1,2-addition
silylcopper
intermediate
to
polyfluoroalkene
2)
subsequent
selective
β-fluorine
elimination,
which
generates
Cu-F
species.
The
elimination
facilitated
by
Lewis
acidic
F-Bpin,
generated
in
situ
during
defluorosilylation.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(26), P. 8829 - 8833
Published: April 25, 2019
Abstract
A
facile
method
for
the
regioselective
hydrodifluoromethylation
of
alkenes
is
reported
using
difluoroacetic
acid
and
phenyliodine(III)
diacetate
in
tetrahydrofuran
under
visible‐light
activation.
This
metal‐free
approach
stands
out
as
it
uses
inexpensive
reagents,
does
not
require
a
photocatalyst,
displays
broad
functional
group
tolerance.
The
procedure
also
operationally
simple
scalable,
provides
access
one
step
to
high‐value
building
blocks
application
medicinal
chemistry.
