“On-water” defluorinative cyclization of trifluoromethyl enones with phosphine oxides: synthesis of polysubstituted furans
Man-Hang Feng,
Shu-Ji Gao,
M Kellis
и другие.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(14), С. 3974 - 3981
Опубликована: Янв. 1, 2024
A
defluorinative
cyclization
of
readily
available
trifluoromethyl
enones
with
phosphine
oxides
for
the
synthesis
polysubstituted
furans
is
developed
in
a
pure
water
solution.
Язык: Английский
Palladium-Catalyzed Regioselective Monofluoroallylation of Indoles with gem-Difluorocyclopropanes
Organic Letters,
Год журнала:
2024,
Номер
26(32), С. 6905 - 6909
Опубликована: Авг. 1, 2024
We
present
a
palladium-catalyzed
ring-opening
reaction
that
induces
indoles
to
cross-couple
with
gem-difluorocyclopropanes.
The
proceeds
through
domino
process
of
C–C
bond
activation
and
C–F
elimination,
followed
by
C–C(sp2)
coupling
produce
various
2-fluoroallylindoles.
This
method
is
characterized
its
high
functional
group
tolerance,
good
yields
regioselectivity,
under
base-free
conditions.
synthetic
utility
the
products
illustrated
functionalization
NH
C2
positions
indole
scaffold.
Язык: Английский
Multi-functionalization of β-trifluoromethyl enones enabled 2,3-dihydrofuran synthesis
Ya-Fei Hu,
Wei Han,
Ye-Kun Chen
и другие.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(18), С. 5144 - 5150
Опубликована: Янв. 1, 2024
A
transition-metal-free
multi-functionalization
reaction
of
β-trifluoromethyl
enones
and
azacycles
is
first
developed
for
the
synthesis
valuable
amino-2,3-dihydrofuran
derivatives.
Язык: Английский
Controlled Defluorinative Carboxylation Cascade of Sterically Hindered CF3-Alkenes with Formate Salt via Photocatalysis
Organic Letters,
Год журнала:
2025,
Номер
27(10), С. 2492 - 2497
Опубликована: Март 5, 2025
A
controlled
cleavage
of
double
C-F
bonds
in
sterically
hindered
tetrasubstituted
CF3-alkenes
using
formate
salt
has
been
achieved
through
a
photoinduced
electron
transfer
approach.
Diverse
γ-branched
multifunctionalized
gem-difluoroalkenes
and
α-fluoroacrylic
acids
are
obtained
sequentially
via
hydrodefluorination
bond
carboxylation
with
good-to-high
yields.
Precisely
controlling
the
quantity
reaction
time
is
crucial
for
obtaining
divergent
defluorinative
products.
Formate
serves
as
C1
source,
hydrogen
donor,
reducing
agent.
Язык: Английский
Transition‐Metal‐Free Carbonyl Reduction and Hydrodefluorination of β‐Trifluoromethyl Enones with Hydrosilanes: Synthesis of gem‐Difluorovinyl Alcohols
Peng‐Yuan Zhang,
Ya‐Fei Hu,
Jia‐Hao Chu
и другие.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(23)
Опубликована: Апрель 20, 2024
Abstract
A
tandem
carbonyl
reduction
and
hydrodefluorination
of
β‐trifluoromethyl
enones
with
hydrosilanes
under
transition‐metal‐free
conditions
was
developed
for
the
synthesis
a
variety
valuable
gem
‐difluorovinyl
alcohols.
The
hydrosilane
could
act
as
both
reductive
agent
C(sp
3
)‐F
bond‐breaking
promoter
mild
reaction
conditions.
Synthetically
useful
organofluorides,
such
‐fluorophosphine
alkene,
ketone,
fluorinated
dihydrofuran
derivatives
be
readily
constructed
by
further
transformations
obtained
Moreover,
method
features
conditions,
operational
simplicity,
excellent
functional
group
tolerance,
scalability.
Язык: Английский
Nickel-Catalyzed Hydrodefluorination/Deuterodefluorination of CF3-alkenes with Formic Acid
Chemical Communications,
Год журнала:
2024,
Номер
60(51), С. 6548 - 6551
Опубликована: Янв. 1, 2024
The
synthesis
of
deuterated
Язык: Английский
β-Trifluoromethylated enones as trifluoromethylated synthons in asymmetric catalysis
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(21), С. 5519 - 5537
Опубликована: Янв. 1, 2023
This
minireview
describes
the
applications
of
β-trifluoromethylated
enones
in
diverse
asymmetric
catalytic
transformations
since
2008,
and
incorporates
mechanistic
aspects,
involving
key
intermediates
reaction
pathways.
Язык: Английский
Photoinduced Transition‐Metal‐Free Chemodivergent Phosphorylation‐Peroxidation and Oxyphosphorylation of Alkenes
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 22, 2024
Abstract
A
visible‐light‐promoted
chemodivergent
phosphorylation‐peroxidation
and
oxyphosphorylation
of
alkenes
with
phosphine
oxides
HOO
t
Bu
was
realized
under
transition‐metal‐free
conditions.
Using
the
commercially
available
Eosin
Y
as
a
SET‐photocatalyst,
β
‐peroxy‐phosphine
were
selectively
obtained
catalytic
amount
base,
while
addition
acid
led
to
exclusive
formation
‐keto‐phosphine
control
experiments
showed
that
could
also
act
HAT‐catalyst
induce
O−O
bond
cleavage
peroxides
acidic
Язык: Английский
Transition-Metal-Free Hydrodefluoroamination of Trifluoromethyl Enones for the Synthesis of α-Fluoroenamides
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(14), С. 10299 - 10310
Опубликована: Июль 2, 2024
A
three-component
strategy
was
developed
to
enable
hydrodefluoroamination
of
β-trifluoromethyl
enones
by
selectively
activating
two
C(sp3)-F
bonds
in
the
trifluoromethyl
group.
The
method
involved
a
sequence
carbonyl
reduction,
hydrodefluorination,
and
defluoroamination
under
transition-metal-free
conditions.
Synthetically
useful
(E)-stereospecific
α-fluoroenamides
were
obtained
good
yields
with
diverse
functional
group
tolerance,
which
could
be
easily
transformed
into
valuable
organofluorides
heterocycles.
auxiliary
exerts
both
electronic
steric
impacts
on
CF3-alkenes,
allowing
for
controllable
selective
defluorination.
Язык: Английский