The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(4), С. 2433 - 2442
Опубликована: Фев. 8, 2023
A
simple
and
concise
method
for
the
synthesis
of
cinnolines
has
been
developed
by
reactions
readily
available
enaminones
aryl
diazonium
tetrafluoroboronates.
The
run
efficiently
to
provide
with
broad
diversity
in
substructure
heating
dimethyl
sulfoxide
without
using
any
catalyst
or
additive.
In
addition,
primary
investigation
anti-inflammatory
activity
these
products
leads
observation
p-chlorobenzoyl
(3f)
p-nitrobenzoyl
(3j)
as
attractive
compounds
vitro.
Green Chemistry,
Год журнала:
2022,
Номер
24(10), С. 4071 - 4081
Опубликована: Янв. 1, 2022
A
copper
decorated
covalent
organic
framework
has
been
prepared
and
identified
as
an
efficient
heterogeneous
photocatalyst
for
the
phosphorylation
of
terminal
alkynes.
Organic Letters,
Год журнала:
2023,
Номер
25(32), С. 6062 - 6066
Опубликована: Авг. 8, 2023
The
elaboration
of
step-economy
and
catalytic
approaches
for
accessing
diverse
fluorinated
heterocyclics
is
highly
desirable.
Described
herein
a
radical-polar
crossover
enabled
three-component
cyclization
to
polysubstituted
fluoropyrazoles
by
using
CF2Br2
as
novel
C1F1
synthon.
Mechanistic
experiments
revealed
that
the
in
situ
generation
reactive
intermediate
gem-difluorovinylimine
ion
key
this
transformation.
This
protocol
unlocks
reactivity
adds
significant
synthetic
values
fluorine
chemistry.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(9), С. 5586 - 5596
Опубликована: Апрель 6, 2023
Herein,
we
present
a
practical
strategy
for
the
direct
construction
of
structurally
diverse
trifluoromethyl
carbinol-containing
compounds,
especially
CF3-substituted
tertiary
alcohol
with
chromone
derivatives
from
easily
available
o-hydroxyaryl
enaminones
and
trifluoroacetaldehyde/ketone
under
metal-free
conditions.
This
reaction
features
broad
substrate
scope
good
yields
is
scaled
up.
Notably,
one-pot
in
two-steps
obtained
products
amidines
also
developed
to
provide
series
multi-substituted
pyrimidine
bearing
two
unique
hydroxyls
one
containing
functional
units.
Organic Letters,
Год журнала:
2023,
Номер
25(3), С. 512 - 516
Опубликована: Янв. 12, 2023
Switchable
multicomponent
reactions
have
been
attractive
tools
for
the
construction
of
compound
libraries
with
skeleton
diversity
and
complexity
by
slightly
changing
reaction
conditions.
Described
herein
is
a
regioselectivity-switchable
formal
[1
+
2
2]
cycloaddition
from
difluoroalkyl
compounds,
enaminones,
RNHNH2,
ultimately
using
1-methylindazol-3-amine
as
traceless
mediator
to
switch
inherent
regioselectivity
1,3,4-trisubstituted
pyrazole
formation
1,4,5-trisubstituted
pyrazoles.
Remarkable
features
this
work
include
mild
conditions,
simple
operation,
broad
scopes.
Organic Letters,
Год журнала:
2024,
Номер
26(12), С. 2511 - 2516
Опубликована: Март 20, 2024
This
work
demonstrates
the
synthesis
of
a
variety
perfluoroalkyl
heterocycles
via
visible-light-driven
radical-polar
crossover
cyclization
strategy.
In
this
process,
single-electron
reduction/SNV-type/cyclization
sequences
follow
radical
addition
reaction
diazoester,
which
differs
from
current
role
diazoesters
as
precursors/acceptors.
transformation
excellent
functional
group
compatibility
and
allows
for
modification
many
bioactive
molecules
with
diazoesters.
Such
could
represent
novel
approach
to
photochemical
diazo
compounds.
Chemical Communications,
Год журнала:
2022,
Номер
58(28), С. 4435 - 4455
Опубликована: Янв. 1, 2022
Indazole
and
pyrazole
are
renowned
as
a
prodigious
class
of
heterocycles
having
versatile
uses
in
medicinal
well
industrial
chemistry.
Considering
sustainable
approaches,
recently,
photocatalysis
has
become
an
indispensable
tool
organic
chemistry
due
to
its
application
for
the
activation
small
molecules
use
clean
energy
source.
In
this
review,
we
have
highlighted
metal-based
photocatalysts,
photoredox
catalysts,
transfer
photocatalysts
electron-donor-acceptor
complexes
functionalization
indazole
pyrazole.
This
perspective
is
arranged
based
on
types
reactions
A
detailed
discussion
regarding
reaction
mechanism
each
given
provide
comprehensive
guide
reader.
Finally,
summary
existing
challenges
future
outlook
towards
development
efficient
photocatalytic
methods
these
also
presented.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(16), С. 4416 - 4420
Опубликована: Янв. 1, 2022
A
novel
iodine
promoted
[1
+
3
2]
cleavage
cyclization
reaction
for
the
synthesis
of
1
H
-pyrazolo[3,4-
b
]pyridines
from
aryl
methyl
ketones,
5-aminopyrazoles
and
enaminones
has
been
established.
Organic Letters,
Год журнала:
2023,
Номер
25(18), С. 3314 - 3318
Опубликована: Май 1, 2023
We
disclose
herein
an
efficient
photochemical
formal
[3+2+1]
annulation
strategy
for
the
transformation
of
diazocarbonyl
compounds
into
various
fluorinated
nitrogen-containing
heterocycles.
This
is
characterized
by
reacting
fluoroalkyl
radicals
with
α-diazoketones,
which
are
used
as
infrequent
denitrogenated
synthons
under
visible
light.
Moreover,
a
wide
range
N-heterocycles
containing
precious
CF3
and
perfluoroalkylated
groups
constructed
in
moderate
to
good
yields.
Notably,
this
may
provide
fruitful
path
synthesis
complex
organofluorides
via
diazo/fluorine/radical
chemistry.
