The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(22), С. 15101 - 15113
Опубликована: Ноя. 9, 2022
Precise
control
of
the
chemoselectivity
halogenation
a
substrate
equipped
with
multiple
nucleophilic
sites
is
highly
demanding
and
challenging.
Most
reported
chlorinations
methyl
ketones
show
poor
compatibility
or
even
exclusive
selectivity
toward
electron-rich
arene,
olefin,
alkyne
residues.
This
attributed
to
direct
in
situ
employment
electrophilic
Cl2/Cl+
species.
Here,
we
that,
bearing
those
competitive
residues,
can
still
undergo
dichlorination
afford
α,α-dichloroketones
chemo-specific
manner.
Enabled
by
I2-dimethyl
sulfoxide
catalytic
system,
which
hydrochloric
acid
only
acts
as
Cl–
donor,
this
straightforward
reaction
safe
operator-friendly
has
high
atomic
economy,
giving
access
structurally
diverse
good
yields
functional-group
tolerance.
Chemical Communications,
Год журнала:
2023,
Номер
59(36), С. 5343 - 5364
Опубликована: Янв. 1, 2023
The
activation
and
transformation
of
organic
chemical
bonds
is
a
fundamental
scientific
problem.
In
the
past
several
decades,
C-S
bond
cleavage
for
construction
C-C
C-heteroatom
has
received
tremendous
attention
in
chemistry.
Although
significant
progress
been
made
field
transition
metal
strategies,
variety
novel
transition-metal-free
strategies
have
also
developed
using
halogenated
reagents,
oxidants,
acids,
bases.
Moreover,
photochemical
electrochemical
methods
to
achieve
organosulfur
compounds.
To
date,
however,
no
comprehensive
review
reported.
Therefore,
we
herein
provide
major
advances
compounds,
including
thioethers,
sulfoxides,
sulfones,
thioacetals,
sulfonium
salts,
sulfur
ylides.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(4), С. 2505 - 2515
Опубликована: Фев. 5, 2024
A
novel
iodine-promoted
difunctionalization
of
α-C
sites
in
enaminones
was
demonstrated
as
a
means
synthesizing
variety
fully
substituted
thiazoles
by
constructing
C–C(CO),
C–S,
and
C–N
bonds.
This
transformation
allows
the
realization
unusual
aryl
C2
synthons
simultaneously
thioylation
dicarbonylation
sites.
preliminary
mechanistic
study
performed
indicated
that
cleavage
C═C
bonds
involves
bicyclization/ring-opening
oxidative
coupling
sequence.
Journal of Coordination Chemistry,
Год журнала:
2024,
Номер
77(12-14), С. 1324 - 1348
Опубликована: Июль 15, 2024
Carbonylative
Suzuki–Miyaura
coupling
is
an
attractive
and
efficient
strategy
for
preparation
of
diaryl
ketones.
reactions
are
difficult
palladium
complexes
popular
catalysts.
The
use
as
catalysts
allows
the
reaction
to
be
carried
out
under
milder
conditions
ketone
products
prepared
with
good
high
yields.
nanocatalysts
has
become
effective
performing
complex
especially
carbonylative
because
have
characteristics
both
homogeneous
heterogeneous
catalytic
systems.
In
this
review,
we
study
application
ketones
through
aryl
halides,
arylboronic
acids
carbonyl
sources.
Based
on
internet
code
survey
research,
paper
first
review
in
reactions.
We
believe
will
a
valuable
source
chemists
working
field
or
Organic Letters,
Год журнала:
2021,
Номер
23(10), С. 3960 - 3964
Опубликована: Май 3, 2021
A
selective
and
efficient
synthesis
of
diaryl
1,3,5-oxadiazines
was
established
for
the
first
time
from
simple
readily
available
amidines
in
wet
DMSO.
DMSO
employed
as
a
dual
carbon
synthon
water
offered
oxygen
atom
to
construct
oxadiazine
ring.
The
reaction
involved
two
new
C–N
C–O
bond
formations.
Chemical Communications,
Год журнала:
2021,
Номер
57(44), С. 5414 - 5417
Опубликована: Янв. 1, 2021
Quinazoline
skeletons
are
synthesized
by
amino
acid
catabolism/reconstruction
combined
with
the
insertion/cyclization
of
dimethyl
sulfoxide
for
first
time.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(20), С. 5624 - 5630
Опубликована: Янв. 1, 2022
A
simple
and
efficient
method
for
the
synthesis
of
pyrimido[1,2-
a
]benzimidazoles
b
]indazoles
by
three-component
[3
+
2
1]
annulation
catalyzed
FeCl
3
has
been
established.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(6), С. 3760 - 3771
Опубликована: Фев. 23, 2023
Concise
synthesis
of
functionalized
quinolines
has
received
continuous
research
attention
owing
to
the
biological
importance
and
synthetic
potential
bicyclic
N-heterocycles.
However,
routes
2,4-unsubstituted
alkyl
quinoline-3-carboxylate
scaffold,
which
is
an
important
motif
in
drug
design,
remain
surprisingly
limited,
with
modular
protocols
that
proceed
from
readily
available
materials
being
even
more
so.
We
herein
report
acidic
I2-DMSO
system
converts
aspartates
anilines
into
quinoline-3-carboxylate.
This
method
can
be
extended
a
straightforward
3-arylquinolines
by
simply
replacing
phenylalanines.
Mechanistic
studies
revealed
DMSO
was
activated
HI
via
Pummerer
reaction
provide
C1
synthon,
while
amino
acid
catabolized
C2
synthon
through
I2-mediated
Strecker
degradation.
A
formal
[3
+
2
1]
annulation
these
two
concurrently
generated
synthons
aniline
responsible
for
selective
formation
quinoline
core.
The
utility
this
protocol
illustrated
efficient
human
5-HT4
receptor
ligand.
Moreover,
unprecedented
chemoselective
2-deuterated,
3-substituted
quinoline,
featuring
reaction,
been
established.
