Abstract
The
difluoromethyl
group
(CF2H)
can
function
as
a
lipophilic
hydrogen-bond
donor,
and
is
regarded
bioisostere
of
functional
groups
such
hydroxy
(-OH),
thiol
(-SH),
amino
(-NH2).
unique
physicochemical
properties
this
make
difluoromethylation
hot
topic
in
the
field
synthetic
organic
chemistry,
recent
decades,
various
methods
have
been
developed
for
constructing
C(sp3)—CF2H,
C(sp2)—CF2H,
C(sp)
—CF2H,
X—CF2H
(X
=
N,
O,
S,
Se,
B,
P,
etc.)
bonds.
This
review
summarizes
currently
available
reagents
performing
reactions,
well
other
approaches
installing
unit.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(39)
Published: Aug. 9, 2024
Abstract
Ideal
pathways
to
synthesize
fluorinated
compounds
were
pursued
for
over
100
years,
due
wide
application
of
organofluorides
in
materials,
agrochemicals
and
pharmaceuticals.
In
this
regard,
electro‐organic
synthesis,
evolved
as
a
sustainable
scalable
approach
various
synthetic
protocols,
stands
out
promising
strategy.
As
result,
many
novel
attracting
applications
introduction
fluorine
items
into
organic
by
direct
redox‐mediated
electrochemical
methods
has
been
reported,
especially
recent
five
years.
review,
we
are
aim
highlight
the
reaction
scopes,
mechanism,
fundamental
aspects
source
variation
electrochemcial
fluoriation
transformation.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(25)
Published: April 19, 2024
Abstract
The
reaction
regioselectivity
of
gem
‐difluoroalkenes
is
dependent
on
the
intrinsic
polarity.
Thus,
reversal
addition
remains
a
formidable
challenge.
Herein,
we
described
an
unprecedented
hydrogen
atom
transfer
(HAT)
to
triggered
by
Fe−H
species
for
formation
difluoroalkyl
radicals.
Hydrogenation
in
situ
generated
radicals
gave
difluoromethylated
products.
Mechanism
experiments
and
theoretical
studies
revealed
that
kinetic
effect
irreversible
HAT
process
resulted
this
scenario,
leading
less
stable
α
‐difluoroalkyl
radical
regioisomer.
On
basis
new
‐difluoroalkene,
iron‐promoted
hydrohalogenation
efficient
synthesis
aliphatic
chlorodifluoromethyl‐,
bromodifluoromethyl‐
iododifluoromethyl‐containing
compounds
was
developed.
Particularly,
novel
provided
large‐scale
access
various
iododifluoromethylated
high
value
synthetic
application.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(11), P. 7609 - 7617
Published: May 24, 2024
Activation
and
cleavage
of
C-C
double
bonds
are
long-standing
challenges
in
synthetic
chemistry.
Herein,
we
report
an
unprecedented
azide-mediated
bond
fragmentation
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 13, 2024
Enantioenriched
monofluoroalkenes
are
important
structural
motifs
in
life
science
and
functional
materials.
To
date,
only
limited
strategies
were
reported
for
the
synthesis
of
with
stereogenic
carbon
centers;
axially
chiral
counterpart
is
still
highly
desirable.
Herein,
we
report
Ni-catalyzed
defluorinative
cross-electrophile
coupling
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 10, 2024
Abstract
The
construction
of
trifluoromethylated
quaternary
carbon
centers
and
tertiary
alcohols
is
realized
by
organo-photoredox
catalysis.
process
proceeds
via
visible-light-induced
C(sp3)–Si
bond
cleavage
for
the
generation
α-trifluoromethylated
benzyl
radicals,
which
are
readily
trapped
electron-deficient
alkenes
with
excellent
regioselectivity
all-carbon
centers.
α-difluoromethyl
counterparts
also
suitable
this
radical
conjugate
addition.
Furthermore,
in
situ
oxidation
these
radicals
O2
from
air
affords
high
yields,
extends
Fleming–Tamao
reaction
to
systems.
Abstract
The
difluoromethyl
group
(CF2H)
can
function
as
a
lipophilic
hydrogen-bond
donor,
and
is
regarded
bioisostere
of
functional
groups
such
hydroxy
(-OH),
thiol
(-SH),
amino
(-NH2).
unique
physicochemical
properties
this
make
difluoromethylation
hot
topic
in
the
field
synthetic
organic
chemistry,
recent
decades,
various
methods
have
been
developed
for
constructing
C(sp3)—CF2H,
C(sp2)—CF2H,
C(sp)
—CF2H,
X—CF2H
(X
=
N,
O,
S,
Se,
B,
P,
etc.)
bonds.
This
review
summarizes
currently
available
reagents
performing
reactions,
well
other
approaches
installing
unit.
