Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Bisindolylmethane
(BIM)
and
its
derivatives
are
widely
used
in
the
pharmaceutical
industry
due
to
their
significant
biological
activities.
However,
most
reported
synthetic
methods
focused
on
synthesis
of
symmetric
BIMs,
while
unsymmetrical
BIMs
remains
a
challenge.
Herein,
an
unprecedented
two-step
one-pot
method
afford
unsymmetrically
substituted
3,3'-BIM
frameworks,
using
methylene
chloride
(DCM)
as
C1-synthon
is
reported.
In
this
protocol,
formation
two
C-C
bonds
can
be
achieved
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:
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.
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.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 13, 2025
A
novel
silver-catalyzed
cascade
radical
isonitrile
insertion
and
defluorinative
cyclization
have
been
developed
to
synthesize
CF2H-
phosphinoyl-containing
quinolines
from
ortho-isocyanyl
α-trifluoromethylstyrenes.
The
reaction
proceeded
under
redox-neutral
conditions
allowed
the
construction
of
a
highly
attractive
quinoline
ring
system,
with
simultaneous
formation
CF2H
group
introduction
various
phosphinoyl
groups
in
single
transformation,
showing
operational
simplicity,
wide
substrate
scope,
good
tolerance
for
functional
groups,
remarkable
atom-/stepeconomy.
Mechanistic
studies
indicated
that
is
likely
involve
participation
P-centered
radicals
key
carbanion
intermediates.
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
cascade
of
two
C–C
bond
forming
reactions
promoted
alone
by
HFIP
is
described
delivering
tetrahydro-β-carboline
derivatives
embedded
with
an
allylic
amine
functionality.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 25, 2025
Herein,
we
report
an
efficient
synthetic
protocol
for
the
Friedel–Crafts
reaction
of
imidazo[1,2-a]pyridines
with
propargyl
alcohols
in
HFIP.
Notably,
this
FC
allenylation
works
without
any
additional
solvent
or
catalyst
and
requires
neither
inert
conditions
nor
heating.
In
method,
HFIP,
besides
offering
hydrogen
bonding
alcohol,
also
stabilizes
resultant
carbocation,
thus
forming
product.
This
method
enables
straightforward
synthesis
1,3-enynes.
The
current
offers
a
large
substrate
diversity
good
to
excellent
yields.
We
demonstrated
gram-scale
modifications.
