Authorea (Authorea),
Год журнала:
2024,
Номер
unknown
Опубликована: Март 13, 2024
The
conversion
of
CF3-alkenes
to
gem-difluoroalkenes
using
reductive
cross-coupling
strategy
has
received
much
attention
in
recent
years,
however,
the
use
green
and
readily
available
reducing
salt
mediate
these
reactions
remains
be
explored.
In
this
work
a
concise
construction
gem-difluoroalkenes,
which
requires
neither
catalyst
nor
metal
agent,
was
established.
Rongalite,
safe
inexpensive
industrial
product,
employed
as
both
radical
initiator
reductant.
This
procedure
compatible
with
linear
cyclic
diaryliodonium
salts,
enabling
wide
variety
substrates
(>70
examples).
utility
approach
demonstrated
through
gram-scale
synthesis
efficient
late-stage
functionalizations
anti-inflammatory
drugs.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(15), С. 1727 - 1733
Опубликована: Март 26, 2024
Comprehensive
Summary
Chemodivergent
synthesis
of
benzofurans
and
2,3‐dihydrobenzofurans
has
been
realized.
Under
a
reaction
system
consisting
DBDMH
K
2
CO
3
as
promotors,
controlled
conditions
enabled
the
formation
two
sets
valuable
heterocycles
from
tandem
transformation
enaminones
salicylaldehydes.
The
key
to
success
was
identification
parameters,
in
which
imine
intermediate
formed
by
transient
halogenation
coupling
substitution
processes
underwent
either
aldol
condensation/annulation
or
hydrolysis/aldol
condensation.
additives
NH
4
Cl
Fe
(SO
)
unique
selectivity
this
reaction.
A
broad
substrate
scope
salicylaldehydes
employed
reaction,
demonstrating
excellent
functional
group
tolerance
versatility.
Organic Letters,
Год журнала:
2023,
Номер
26(1), С. 100 - 105
Опубликована: Дек. 26, 2023
Herein,
we
report
a
photoredox
enabled
defluorinative
benzylation
of
trifluoromethyl
alkenes
with
readily
available
alkylarenes,
which
provides
convenient
access
to
series
structurally
valuable
benzylated
gem-difluoroalkenes
under
mild
reaction
conditions.
The
synthetic
value
this
protocol
has
been
demonstrated
by
the
transformations
several
substrates
bearing
drug
moieties,
gram-scale
reactions,
and
various
further
derivatizations
gem-difluoroalkene
products.
preliminary
mechanistic
investigations
suggest
pathway
rate-determining
benzyl
C–H
bond
cleavage
toluene
followed
benzylic
radical
formation.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(33), С. 6650 - 6664
Опубликована: Янв. 1, 2024
Titanium,
as
an
important
transition
metal,
has
garnered
extensive
attention
in
both
industry
and
academia
due
to
its
excellent
mechanical
properties,
corrosion
resistance,
unique
reactivity
organic
synthesis.
In
the
field
of
photocatalysis,
titanium-based
compounds
such
titanium
dioxide
(TiO
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(12), С. 1360 - 1366
Опубликована: Фев. 23, 2024
Comprehensive
Summary
The
conversion
of
CF
3
‐alkenes
to
gem
‐difluoroalkenes
using
reductive
cross‐coupling
strategy
has
received
much
attention
in
recent
years,
however,
the
use
green
and
readily
available
reducing
salt
mediate
these
reactions
remains
be
explored.
In
this
work,
a
concise
construction
gem‐
difluoroalkenes,
which
requires
neither
catalyst
nor
metal
agent,
was
established.
Rongalite,
safe
inexpensive
industrial
product,
employed
as
both
radical
initiator
reductant.
This
procedure
compatible
with
linear
cyclic
diaryliodonium
salts,
enabling
wide
variety
substrates
(>70
examples).
utility
approach
demonstrated
through
gram‐scale
synthesis
efficient
late‐stage
functionalizations
anti‐inflammatory
drugs.
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
13(3)
Опубликована: Янв. 8, 2024
Abstract
An
efficient
and
practical
method
for
the
synthesis
of
(β‐trifluoromethyl‐β‐aryl)ethyl
2‐pyridyl
thioethers
via
hydrothiolation
α‐(trifluoromethyl)styrenes
with
pyridine‐2(1
H
)‐thione
was
reported.
The
reaction
proceeded
smoothly
regioselectively
in
an
anti‐Markovnikov
manner
assistance
DBU
afforded
a
variety
trifluoromethyl‐containing
moderate
to
good
yields.
A
photocatalytic
methodology
for
the
chemodivergent
direct
cross-coupling
of
simple
alkanes
with
trifluoromethyl
alkenes
that
enables
selective
formation
gem
-difluoroalkenes
and
is
presented.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(24), С. 6205 - 6211
Опубликована: Янв. 1, 2023
A
practical
strategy
for
the
photoinduced
defluorinative
alkylation
of
α-trifluoromethyl
styrenes
with
carbonyl
derivatives
via
C–C
bond
cleavage
was
disclosed.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8342 - 8356
Опубликована: Май 31, 2024
A
mild
and
transition-metal-free
defluorinative
alkylation
of
benzyl
amines
with
trifluoromethyl
alkenes
is
reported.
The
features
this
protocol
are
easy-to-obtain
starting
materials,
a
wide
range
substrates,
functional
group
tolerance
as
well
high
atom
economy,
thus
offering
strategy
to
access
variety
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 5, 2024
A
TBADT-photocatalyzed
cascade
hydrogen
atom
transfer
procedure
was
established
for
the
synthesis
of
α-CF
3
-1,4-diketones
from
aldehydes
and
2-bromo-3,3,3-trifluoro-1-propenes.
Chinese Journal of Chemistry,
Год журнала:
2023,
Номер
42(6), С. 578 - 584
Опубликована: Ноя. 7, 2023
Comprehensive
Summary
The
reductive
cross‐coupling
between
C(aryl)—O
and
Si—Cl
bonds
is
of
much
importance
as
a
valuable
strategy
for
the
construction
C(aryl)—Si
but
has
remained
great
challenge.
Herein,
we
report
diaryl
ethers
chlorosilanes
via
strong
electrophilic
cleavage
by
iron
catalysis,
which
constitutes
an
efficient
protocol
synthesis
range
functionalized
arylsilanes.
combination
low
cost
FeCl
2
precatalyst
i
PrMgCl
reductant
shows
high
activity
in
successive
unactivated
chlorosilanes,
allowing
their
fashion.
low‐valent
species
generated
situ
reduction
with
was
proposed,
prefers
to
initially
bond
chelation
help
o
‐amide
auxiliary.
