Construction of trifluoromethyl-containing heterocycles from trifluoroacetimidoyl chlorides and derivatives
Chemical Communications,
Год журнала:
2023,
Номер
59(33), С. 4872 - 4890
Опубликована: Янв. 1, 2023
Recent
advances
in
the
direct
synthesis
of
trifluoromethyl-containing
heterocycles
from
trifluoroacetimidoyl
chlorides
(TFAICs)
and
derivatives,
including
trifluoroacetimidohydrazides
(TFAIHs)
CF3-imidoyl
sulfoxonium
ylides
(TFISYs),
are
systematically
summarized
discussed.
The
cascade
annulation
reactions
synthons
with
suitable
coupling
partners
have
emerged
as
a
powerful
promising
tool
for
construction
variety
trifluoromethyl-substituted
heterocycles.
Compared
other
building
blocks,
TFAICs
derivatives
notable
merits
easy
availability
handling,
relative
stability
safety,
high
reactivity.
Язык: Английский
Copper-Catalyzed Radical Addition of Alkynols to Synthesize Difluoroheterocyclic Compounds
Organic Letters,
Год журнала:
2023,
Номер
25(15), С. 2733 - 2738
Опубликована: Апрель 6, 2023
A
convenient
method
for
the
synthesis
of
fluorine-containing
heterocyclic
compounds
was
developed
by
a
copper-catalyzed
free
radical
addition
reaction
alkynol
and
ethyl
bromodifluoroacetate.
This
strategy
involves
molecular
lactone
exchange
ethynyl
alcohol
The
is
characterized
easy
availability
raw
materials,
good
stereochemical
selectivity,
simple
operation.
More
importantly,
valuable
tetrasubstituted
E-configurated
alkenes
various
vinyl
C-Br
bonds
difluoromethylene-containing
functionalized
heterocycles
can
be
obtained
this
method.
Язык: Английский
Catalyst‐Free, Heating‐Induced Desulfurization Annulation of CF3‐Imidoyl Sulfoxonium Ylides with Isothiocyanates for the Synthesis of 2‐Trifluoromethyl‐4‐aminoquinolines
Guangming Wei,
Yue Sun,
Dongling Zheng
и другие.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(10)
Опубликована: Фев. 3, 2023
Abstract
A
heating‐induced
desulfurization
annulation
of
readily
available
CF
3
‐imidoyl
sulfoxonium
ylides
and
isothiocyanates
for
the
construction
2‐trifluoromethylquinolines
has
been
achieved.
The
developed
transformation
was
performed
under
metal‐
additive‐free
conditions,
producing
a
variety
biologically
valuable
2‐trifluoromethylquinoline
derivatives
with
high
efficiency.
Язык: Английский
A Review on Chemistry and Methods of Synthesis of 1,2,4‐Triazole Derivatives
The Chemical Record,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 14, 2024
Abstract
This
review
provides
a
comprehensive
overview
of
research
on
1,2,4‐triazoles
conducted
over
the
last
fifteen
years.
1,2,4‐Triazoles
are
highly
significant
in
pharmaceutical
industry,
with
numerous
compounds
from
this
class
used
clinically
as
antifungal,
antiviral,
antibacterial,
anti‐inflammatory,
and
antitubercular
agents.
Beyond
their
relevance,
also
explores
role
material
science
agriculture.
In
science,
gaining
prominence,
particularly
development
energetic
materials
(EMs),
due
to
exceptional
properties
such
thermal
stability,
coordination
ability,
performance
comparable
well‐known
explosives.
Their
applications
extend
polymers,
corrosion
inhibitors,
metal‐organic
frameworks
(MOFs),
they
play
functional
for
sensors,
catalysis,
energy
storage.
Additionally,
addresses
general
aspects
synthetic
methodologies
functionalization
construction
1,2,4‐triazole
ring.
Synthetic
methods
discussed
include
metalation
synthesis,
cyclization
hydrazine
derivatives,
multicomponent
reactions,
amides
amidines,
microwave‐assisted
synthesis.
Given
significance
triazole
scaffold,
its
synthesis
has
garnered
considerable
attention
wide‐ranging
across
various
industrial
sectors.
Язык: Английский
Copper-catalyzed 2,3-dihydro-1,2,4-triazoles synthesis through [3+2]-cycloaddition of nitrile ylides with azodicarboxylates
Green Synthesis and Catalysis,
Год журнала:
2024,
Номер
5(3), С. 191 - 194
Опубликована: Авг. 1, 2024
A
copper-catalyzed
three-component
reaction
of
diazo
compounds,
nitriles,
and
azodicarboxylates
to
construct
2,3-dihydro-1,2,4-triazoles
is
reported.
Key
the
success
utilization
trap
in-situ
formed
nitrile
ylides
from
compounds
by
[3
+
2]-cycloaddition.
Both
acceptor-only
donor-acceptor
are
all
tolerated
strategy.
The
synthetic
value
this
protocol
illustrated
gram-scale
synthesis
valuable
transformation
obtained
2,3-dihydro-1,2,4-triazoles.
Язык: Английский
Electro-promoted radical-radical cross-coupling reaction to synthesize sulfonamides
Tetrahedron,
Год журнала:
2024,
Номер
168, С. 134315 - 134315
Опубликована: Окт. 20, 2024
Язык: Английский
Metal-free synthesis of 3-trifluoromethyl-1,2,4-triazoles via multi-component reaction of trifluoroacetimidoyl chlorides, hydrazine hydrate and benzene-1,3,5-triyl triformate
Binjie Wang,
Yue Sun,
Cheng An
и другие.
Frontiers in Chemistry,
Год журнала:
2022,
Номер
10
Опубликована: Сен. 20, 2022
A
convenient
approach
for
the
construction
of
pharmaceutically
valuable
3-trifluoromethyl-1,2,4-triazoles
has
been
developed,
which
employs
readily
available
trifluoroacetimidoyl
chlorides,
hydrazine
hydrate
and
benzene-1,3,5-triyl
triformate
(TFBen)
as
starting
materials.
The
multi-component
reaction
features
broad
substrate
scope,
high
efficiency,
scalability,
providing
a
facile
straightforward
route
to
biologically
important
3-trifluoromethyl-1,2,4-triazole
scaffolds
in
moderate
good
yields.
Considering
its
broad-spectrum
pharmaceutical
activity,
method
offers
opportunity
further
study
towards
toxicity
risk
assessment
structure-activity
relationship
pharmaceuticals
containing
trifluoromethyl-1,2,4-triazole
cores.
Язык: Английский