Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(30), P. 12268 - 12281
Published: Feb. 5, 2020
Abstract
The
introduction
of
a
monofluoromethyl
moiety
has
undoubtedly
become
very
important
area
research
in
recent
years.
Owing
to
the
beneficial
properties
organofluorine
compounds,
such
as
their
metabolic
stability,
incorporation
CH
2
F
group
bioisosteric
substitute
for
various
functional
groups
is
an
attractive
strategy
discovery
new
pharmaceuticals.
Furthermore,
unit
also
widely
used
agrochemistry,
pharmaceutical
chemistry,
and
fine
chemicals.
problems
associated
with
climate
change
growing
need
environmentally
friendly
industrial
processes
mean
that
alternatives
frequently
CFC
HFBC
fluoromethylating
agents
(CH
FCl
FBr)
are
urgently
needed
required
by
Montreal
Protocol.
This
recently
prompted
many
researchers
develop
alternative
fluoromethylation
agents.
Minireview
summarizes
both
classical
generation
Reagents
act
via
electrophilic,
nucleophilic,
radical
pathways
discussed,
addition
precursors.
JACS Au,
Journal Year:
2025,
Volume and Issue:
5(2), P. 684 - 692
Published: Feb. 2, 2025
Herein,
we
report
a
scalable
and
mild
strategy
for
the
monofluoroalkylation
of
wide
array
Giese
acceptors
via
visible-light-mediated
photoredox
catalysis
in
continuous
flow.
The
use
flow
technology
significantly
enhances
productivity
scalability,
whereas
mildness
conditions
functional
group
tolerance
are
ensured
by
leveraging
4CzIPN,
transition-metal-free
organic
photocatalyst.
Structurally
diverse
secondary
tertiary
monofluoroalkyl
radicals
can
thus
be
accessed
from
readily
available
α-monofluorocarboxylic
acids.
Given
reaction
conditions,
this
protocol
is
also
amenable
to
late-stage
functionalization
biologically
relevant
molecules
such
as
menthol,
amantadine,
bepotastine,
estrone
derivatives,
rendering
it
suitable
application
drug
discovery
programs,
which
introduction
fluorinated
fragments
highly
sought
after.
This
method
was
extended
enable
reductive
multicomponent
radical-polar
crossover
transformation
rapidly
increase
complexity
assembled
architectures
single
synthetic
operation.
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(33), P. 10443 - 10446
Published: Aug. 9, 2018
We
report
a
Rh-catalyzed
hydrothiolation
of
1,3-dienes,
including
petroleum
feedstocks.
Either
secondary
or
tertiary
allylic
sulfides
can
be
generated
from
the
selective
addition
thiol
to
more
substituted
double
bond
diene.
The
catalyst
tolerates
wide
range
functional
groups,
and
loading
as
low
0.1
mol
%.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(30), P. 12268 - 12281
Published: Feb. 5, 2020
Abstract
The
introduction
of
a
monofluoromethyl
moiety
has
undoubtedly
become
very
important
area
research
in
recent
years.
Owing
to
the
beneficial
properties
organofluorine
compounds,
such
as
their
metabolic
stability,
incorporation
CH
2
F
group
bioisosteric
substitute
for
various
functional
groups
is
an
attractive
strategy
discovery
new
pharmaceuticals.
Furthermore,
unit
also
widely
used
agrochemistry,
pharmaceutical
chemistry,
and
fine
chemicals.
problems
associated
with
climate
change
growing
need
environmentally
friendly
industrial
processes
mean
that
alternatives
frequently
CFC
HFBC
fluoromethylating
agents
(CH
FCl
FBr)
are
urgently
needed
required
by
Montreal
Protocol.
This
recently
prompted
many
researchers
develop
alternative
fluoromethylation
agents.
Minireview
summarizes
both
classical
generation
Reagents
act
via
electrophilic,
nucleophilic,
radical
pathways
discussed,
addition
precursors.
