Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(62)
Published: Aug. 12, 2023
A
novel
one-pot
two-step
multicomponent
reaction
has
been
achieved
for
the
preparation
of
β-CF3
enamines
by
using
different
aliphatic
amines,
propiolates,
and
CF3
SO2
Na
as
starting
material.
In
this
protocol,
various
amines
including
primary
cyclic
or
acyclic
secondary
were
demonstrated
to
be
good
coupling
partners,
obtained
in
moderate
yields.
Among
them,
only
gave
pure
(E)-β-CF3
products.
The
synthetic
utility
MCRs
strategy
was
further
mild
conditions,
gram-scale
synthesis
natural
sunlight-induced
protocol.
Preliminary
mechanistic
studies
suggest
that
trifluoromethylation
C(sp2
)-H
involves
radical
process.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(16), P. 3450 - 3454
Published: May 31, 2024
Abstract
We
report
the
development
of
a
four‐component
electrochemical
method
for
synthesis
CF
3
‐oxazoles,
utilizing
alkynes
and
NaSO
2
in
MeCN.
The
leverages
simplicity
mildness
reaction
conditions,
despite
inherent
complexity
four
distinct
components
through
aminotrifluoromethylation
alkyne
followed
by
in‐situ
cyclization.
Notably,
addition
to
MeCN
solvent,
presence
residual
water
mixture
also
contributed
as
coupling
partner.
involves
sequence
controlled
oxidation
steps
under
constant
potential
with
graphite
electrodes,
facilitated
mediator
TMEDA,
highlighting
precision
achievable
electrochemistry.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(20), P. 4225 - 4236
Published: Jan. 1, 2023
An
efficient
trifluoromethylation
of
2-isocyanobiaryls
was
developed
through
the
constant
current
electrolysis,
employing
sodium
trifluoromethanesulfinate
(CF3SO2Na)
as
trifluoromethyl
source.
The
method
enabled
syntheses
a
series
6-(trifluoromethyl)phenanthridine
derivatives
in
moderate
to
high
yields
under
metal-
and
oxidant-free
conditions.
A
gram-scale
synthesis
highlights
synthetic
versatility
reported
protocol.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(55), P. 8556 - 8559
Published: Jan. 1, 2023
A
decarboxylative
alkylation
of
enamides
with
alkyl
diacyl
peroxides
induced
by
visible-light
is
described.
The
chemo-,
regio-
and
stereoselective
olefinic
β-C-H
generates
a
series
primary-
secondary
alkylated
in
yields
up
to
95%.
This
transformation
bears
the
advantages
operational
simplicity,
good
functional
group
compatibility
mild
conditions.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(28), P. 5262 - 5267
Published: July 7, 2023
The
developed
methodology
describes
an
efficient
Rh(III)-catalyzed
oxidative
C–H/C–H
cross-coupling
between
acyclic
enamides
and
heteroarenes.
This
cross
dehydrogenative
coupling
(CDC)
reaction
offers
advantages,
including
excellent
regioselectivity
stereoselectivity,
good
functional
group
compatibility,
a
broad
substrate
scope.
Mechanistically,
β–C(sp2)–H
activation
of
is
proposed
to
be
the
critical
step.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(1), P. 18 - 23
Published: Nov. 21, 2023
Abstract
Here,
we
present
an
electrochemically
induced
synthesis
of
9‐sulfenylarylphenanthrenes
and
3’‐sulfenylarylspiro‐cyclohexa[4.5]trienones
starting
from
o
‐alkynylbiphenyls
diaryl
disulfides.
This
method
was
accomplished
through
constant
current
electrolysis
10
mA
in
undivided
cell
setup
by
utilizing
CH
3
CN
as
a
solvent
LiClO
4
electrolyte
at
room
temperature.
Notably,
the
strategy
enabled
formation
sulfenylphenanthrenes
sulfenyl
spiro
cyclohexa[4.5]trienones
70%–95%
yield.
Scale‐up
synthesis,
mechanistic
studies,
cyclic
voltammetry
have
also
been
carried
out.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(29)
Published: May 8, 2023
Abstract
The
catalyst‐free
electrochemical
halogenation
and
trifluoromethylation
of
4
H
‐pyrido[1,2‐
a
]pyrimidin‐4‐ones
was
realized
under
external‐oxidant‐free
conditions.
This
strategy
provides
an
easy
green
access
to
functionalized
new
]pyrimidin‐4‐one
derivatives
with
broad
scope,
good
functional
group
tolerance
high
regioselectivity.
New Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
47(36), P. 17060 - 17065
Published: Jan. 1, 2023
An
efficient
and
versatile
copper-
or
iron-catalyzed
direct
stereoselective
β-C(sp
2
)–H
methylation
of
enamides
by
using
dicumyl
peroxide
(DCP)
as
the
methylating
reagent
has
been
developed.
Facilitated
by
an
electron
donor-acceptor
(EDA)
complex,
efficient
β-trifluoromethylation
and
perfluoroalkylation
of
enamides
with
Togni
reagent
or
perfluoroalkyl
iodides
is
presented
under
transition-metal-free,
photocatalyst-free
mild
reaction
conditions.
Notably,
using
this
strategy,
direct
trifluoromethylation
quinoxalin-2(1
Abstract
Imidazoheterocycles
have
extensive
applications
in
the
pharmaceutical
industry
and
agrochemicals.
A
comprehensive
overview
has
been
provided
on
current
advancements
electrochemical
functionalization
of
imidazo‐fused
heterocycles,
which
classified
into
ten
different
types
reactions.
Electrochemical
synthesis
emerged
as
a
highly
effective
method
for
producing
organic
molecules,
especially
context
sustainable
development.
Employing
electrons
traceless
oxidant,
several
C−H
reactions
heterocycles
achieved
at
either
C3
or
C5
positions.
Electrons
may
serve
reducing
agent
to
synthesize
pyridine
rings
that
are
partially
fully
saturated
imidazo[1,2‐
]pyridines.
The
purpose
review
is
attract
interest
scientific
community
promote
additional
research
imidazoheterocycles
using
methods.
