The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(8), P. 5650 - 5664
Published: April 5, 2024
Oxazine-6-one
and
4-pyrimidinol
are
two
important
frameworks
in
pharmaceutical
production.
Herein,
we
disclosed
a
simple,
efficient,
inexpensive
organic
base-promoted
additive-stimulated
protocol
for
the
syntheses
of
variably
functionalized
oxazine-6-ones
4-pyrimidinols
employing
acetonitrile
solvent
under
conventional
heating
conditions
using
an
oil
bath
through
C–N
C–O
coupled
domino
steps.
This
simple
practicable
productive
utilizes
easily
producible
cheap
precursors,
namely,
benzimidates
or
benzamidines,
with
differently
substituted
dicyano-olefins,
it
comprises
step
economy,
robustness,
moisture
insensitive
affording
high
yield
that
avoids
use
transition-metal
catalysts,
multistep
multicomponent
strategy,
harsh
reaction
involving
hazardous
chemicals.
method
is
scalable
into
gram-scale
production
good
yield.
Chemical Science,
Journal Year:
2023,
Volume and Issue:
14(25), P. 6841 - 6859
Published: Jan. 1, 2023
The
selective
functionalization
of
alkanes
has
long
been
recognized
as
a
prominent
challenge
and
an
arduous
task
in
organic
synthesis.
Hydrogen
atom
transfer
(HAT)
processes
enable
the
direct
generation
reactive
alkyl
radicals
from
feedstock
have
successfully
employed
industrial
applications
such
methane
chlorination
process,
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(47), P. 8451 - 8456
Published: Nov. 16, 2023
The
three-component
reactions
of
enaminones,
disulfides,
and
alcohols
for
the
synthesis
polyfunctionalized
alkenes
have
been
realized
via
C-H
C-N
bond
transformation
on
enaminones.
proceed
in
a
novel
"alkene-to-alkene"
difunctionalization
mode
without
using
any
transition
metal.
application
alkene
products
divergent
sulfenyl
heteroaryls,
including
sulfenylated
pyrazoles,
pyrimidines,
isoxazoles,
simple
annulation
has
also
verified.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
41(17), P. 2179 - 2196
Published: April 25, 2023
Comprehensive
Summary
The
trifluoromethoxy
functional
group
has
received
increasing
attention
in
recent
years
due
to
its
distinctive
properties
such
as
good
metabolic
stability,
appropriate
lipophilicity
and
special
electrical
properties.
Thus,
the
development
of
new
reagents
strategies
direct
trifluoromethoxylation
are
attracting
enthusiasm
many
fluorine
chemical
workers.
At
present,
nucleophilic
radical
trifluoromethoxylating
have
made
major
breakthroughs,
greatly
promoting
chemistry.
This
review
is
mainly
divided
into
two
parts:
types,
focusing
on
history,
characteristics
applications
various
reagents.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(15), P. 1679 - 1685
Published: March 15, 2024
Comprehensive
Summary
A
novel
and
eco‐friendly
electrochemical
activation
of
trifluoromethyl
thianthrenium
triflate
(TT–CF
3
+
OTf
−
)
for
trifluoromethylation
imidazole‐fused
heteroaromatic
compounds
was
established.
This
method
involves
the
direct
electrolysis
TT–CF
without
requirement
external
oxidants
or
catalysts,
aligning
with
principles
green
chemistry.
wide
range
including
imidazo[1,2‐
a
]pyridines
benzo[
d
]imidazo[2,1‐
b
]thiazoles
have
been
successfully
trifluoromethylated
using
this
technique,
exhibiting
excellent
compatibility
various
functional
groups
broad
substrate
scope.
Moreover,
method's
applicability
one‐pot
sequential
reactions
enables
reduction
waste
resource
consumption
by
eliminating
need
intermediate
purification
steps.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(45), P. 6885 - 6888
Published: Jan. 1, 2023
The
annulation
reactions
of
enaminones
with
quinonediimides/quinoneimides
for
the
selective
synthesis
indoles
and
2-aminobenzofurans
have
been
realized.
With
Zn(II)
catalysis,
quinonediimides
reacted
to
give
via
HNMe2-elimination-based
aromatization.
Fe(III)
quinoneimides
provided
a
key
dehydrogenative
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(30), P. 4467 - 4470
Published: Jan. 1, 2023
The
developed
methodology
describes
an
environmentally
benign
protocol
for
electro-oxidative
CF3-radical
generation,
followed
by
cascade
cyclization
fabricating
isoxazoline
scaffold
from
a
β,γ-unsaturated
oxime.
Consecutive
C-O
and
C-C
bond
formations
were
achieved
through
this
method
featuring
mild,
robust,
scalable
reaction
conditions
broad
substrate
scope.
Mechanistic
studies
revealed
the
necessity
of
anodic
oxidation
process.
Further
conversion
afforded
other
valuable
derivatives.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(15), P. 1727 - 1733
Published: March 26, 2024
Comprehensive
Summary
Chemodivergent
synthesis
of
benzofurans
and
2,3‐dihydrobenzofurans
has
been
realized.
Under
a
reaction
system
consisting
DBDMH
K
2
CO
3
as
promotors,
controlled
conditions
enabled
the
formation
two
sets
valuable
heterocycles
from
tandem
transformation
enaminones
salicylaldehydes.
The
key
to
success
was
identification
parameters,
in
which
imine
intermediate
formed
by
transient
halogenation
coupling
substitution
processes
underwent
either
aldol
condensation/annulation
or
hydrolysis/aldol
condensation.
additives
NH
4
Cl
Fe
(SO
)
unique
selectivity
this
reaction.
A
broad
substrate
scope
salicylaldehydes
employed
reaction,
demonstrating
excellent
functional
group
tolerance
versatility.