Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(24), С. 4550 - 4555
Опубликована: Ноя. 14, 2023
Abstract
The
etherification
and
amination
of
difluoroenol
silyl
ethers
with
benzoquinones
quinonediimines
were
achieved
by
using
hexafluoroisopropanol
(HFIP)
as
the
solvent.
This
1,6‐addition
reaction
could
construct
difluorooxymethyl
difluoroaminomethyl
compounds
under
metal‐free
conditions.
It
is
preliminarily
speculated
that
took
place
through
a
single
electron
transfer
(SET)
process.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(7), С. 4790 - 4798
Опубликована: Март 29, 2023
A
hexafluoroisopropanol
(HFIP)-promoted
hydroxydifluoromethylation
of
aniline,
indole,
and
pyrrole
derivatives
with
difluoroacetaldehyde
ethyl
hemiacetal
has
been
developed.
This
protocol
provides
a
facile
straightforward
approach
to
access
diverse
difluoromethylated
carbinols
in
good
excellent
yields
under
mild
conditions.
Furthermore,
gram-scale
synthetic
derivatization
experiments
have
also
demonstrated.
Organic Letters,
Год журнала:
2024,
Номер
26(3), С. 751 - 756
Опубликована: Янв. 12, 2024
A
highly
diastereoselective
[3
+
2]
cycloaddition
of
aziridines
with
difluorinated
silyl
enol
ethers
has
been
developed.
This
approach
provides
a
facile
methodology
for
functionalized
gem-difluorinated
pyrrolidines
in
good
to
excellent
yields
functional
group
tolerance.
one-pot,
two-step
synthesis
structurally
interesting
fluorinated
pyrroles
also
developed
through
cycloaddition/aromatization/desulfonation
sequence.
Moreover,
readily
available
substrates,
mild
reaction
conditions,
and
easy
scale-up
show
practical
advantages.
Organic Letters,
Год журнала:
2023,
Номер
25(26), С. 4908 - 4912
Опубликована: Июнь 23, 2023
A
decarboxylative/dehydrofluorinative
formal
[3
+
2]
cycloaddition
aromatization
of
isoquinolinium
N-ylides
with
difluoroenoxysilanes
has
been
developed.
This
methodology
provides
a
facile
and
straightforward
synthetic
pathway
to
afford
highly
functionalized
fluorinated
pyrrolo[2,1-a]isoquinolines
in
good
excellent
yields
under
mild
conditions.
Moreover,
gram-scale
derivatization
experiments
for
the
late-stage
functionalization
drug
molecules
have
also
demonstrated.
Synthesis,
Год журнала:
2024,
Номер
56(11), С. 1756 - 1764
Опубликована: Янв. 25, 2024
Abstract
A
facile
and
efficient
method
for
the
synthesis
of
trifluoromethylated
carbinols
has
been
developed
from
imidazo[1,2-a]pyridines
trifluoroacetaldehyde.
The
direct
C(sp2)–H
hydroxytrifluoromethylation
is
successfully
implemented
at
room
temperature
using
HFIP
as
solvent
through
dehydrative
cross-coupling
process,
which
displays
a
broad
substrate
scope
functional
group
tolerance.
Furthermore,
gram-scale
synthetic
transformation
experiments
have
also
demonstrated,
indicate
its
potential
applicable
values
in
organic
synthesis.
This
green
protocol
features
operational
simplicity,
atom
economy,
mild
reaction
conditions
(e.g.,
temperature,
transition-metal-
oxidant-free,
without
inert
gas
protection),
wide
scope,
excellent
practicality.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(21), С. 14753 - 14762
Опубликована: Окт. 18, 2022
The
synthesis
of
N-heterocycles
composes
a
significant
part
synthetic
chemistry.
In
this
report,
Cu(II)-catalyzed
green
and
efficient
pyrrolo[1,2-a]quinoxaline,
quinazolin-4-one,
benzo[4,5]imidazoquinazoline
derivatives
was
developed,
employing
N,N-dimethylethanolamine
(DMEA)
as
C1
synthon.
Green
oxidant
O2
is
critical
in
these
transformations,
facilitating
the
formation
key
intermediate─a
reactive
iminium
ion.
method
conducted
under
mild
conditions
compatible
with
diversity
functional
groups,
providing
an
appealing
alternative
to
previously
developed
protocols.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(10), С. 7347 - 7351
Опубликована: Янв. 2, 2024
Incorporating
fluorinated
moieties
into
organic
molecules
is
an
attractive
strategy
to
enhance
drug-like
properties.
Herein,
we
have
developed
a
simple
and
self-promoted
protocol
for
hexafluoroisopropoxylation
trifluoroethoxylation
of
allenamides
with
alcohols
such
as
HFIP
TFE.
The
reaction
provided
the
fluoroalkoxylated
products
in
regio-
stereoselective
manner
good
moderate
yields
under
mild
conditions.
Organic Letters,
Год журнала:
2024,
Номер
26(22), С. 4610 - 4615
Опубликована: Май 23, 2024
An
oxa-6π-electrocyclization
of
difluoroenoxysilanes
with
diaryl
2-indolylmethanols
has
been
developed.
In
addition,
a
rarely
reported
C3-nucleophilic
[3+2]
cycloaddition
dialkyl
disclosed.
This
divergent
approach
affording
readily
available
as
three-atom
and
C2
synthons
provides
rapid
access
to
fluoro
2
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(16), С. 11783 - 11788
Опубликована: Июль 26, 2024
The
construction
of
biologically
interesting
N-heterocycles
under
metal-free
conditions
is
a
constant
goal
in
industry
and
academia.
Herein,
we
have
developed
an
hexafluoroisopropanol
(HFIP)-mediated
intramolecular
cyclization
allenamides,
providing
tetrahydro-β-carboline
derivatives
embedded
with
C1-vinyl
functionality.
protocol
provided
atom-efficiently
room
temperature
broad
substrate
scope
good
to
excellent
yields.
potential
impact
the
further
highlighted
by
synthesizing
important
molecules
diversified
scaffolds
via
postsynthetic
modifications.
