Recent Advances in Trifluoromethylation of Olefins, Aldehydes, and Ketones
Current Organic Chemistry,
Год журнала:
2024,
Номер
28(16), С. 1229 - 1243
Опубликована: Май 22, 2024
:
Due
to
the
robust
electrophilic
properties
of
trifluoromethyl
group
(-CF3),
its
incorporation
into
organic
compounds
can
markedly
alter
their
ester
affinity,
stability,
bioavailability,
and
other
properties.
The
trifluoromethylation
reaction
is
currently
experiencing
rapid
advancement,
with
an
expanding
array
substrates
emergence
novel
methodologies.
Consequently,
containing
-CF3
moiety
find
extensive
utility
across
diverse
fields.
This
article
aims
comprehensively
review
latest
advancements
in
olefins,
aldehydes,
ketones,
encompassing
nucleophilic
trifluoromethylation,
radical
trifluoromethylation.
discussion
includes
exploration
types
broadening
scope
applicable
substrates.
Furthermore,
this
addresses
associated
challenges
delineates
prospective
directions
for
future
developments
reaction.
Язык: Английский
Efficient Trifluoromethylation of Halogenated Hydrocarbons Using Novel [(bpy)Cu(O2CCF2SO2F)2] Reagent
Molecules,
Год журнала:
2024,
Номер
29(12), С. 2849 - 2849
Опубликована: Июнь 14, 2024
This
study
introduces
a
novel
trifluoromethylating
reagent,
[(bpy)Cu(O2CCF2SO2F)2],
notable
for
not
only
its
practical
synthesis
from
cost-effective
starting
materials
and
scalability
but
also
nonhygroscopic
nature.
The
reagent
demonstrates
high
efficiency
in
facilitating
trifluoromethylation
reactions
with
various
halogenated
hydrocarbons,
yielding
products
good
yields
exhibiting
broad
functional
group
compatibility.
development
of
[(bpy)Cu(O2CCF2SO2F)2]
represents
an
advancement
the
field
organic
synthesis,
potentially
serving
as
valuable
addition
to
arsenal
existing
agents.
Язык: Английский
Visible-Light-Induced Cascade Radical Trifluoromethylation/Cyclization/Dearomatization of Isocyanide-Containing Indoles: Synthesis of Trifluoromethylated 3-Spiroindolines
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 4, 2024
A
visible-light-induced
cascade
radical
trifluoromethylation/cyclization/dearomatization
reaction
between
isocyanide-containing
indoles
and
CF3Br
has
been
developed
to
afford
trifluoromethylated
spiro[indole-3,3-quinoline]
spiro
[indole-3,3-pyrrole]
derivatives
in
good
yields.
The
utility
of
the
process
is
demonstrated
by
a
scale-up
experiment.
mechanism
was
proposed
based
on
control
experiments.
protocol
constitutes
novel
efficient
route
for
synthesis
3-spiroindolenines
with
advantages
generality
practical
applicability,
broad
substrate
scope,
green
energy
source.
Язык: Английский
Synthesis of Fluorinated Spiroindolenines by Transition Metal‐Catalyzed Indole Dearomatizations
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(20), С. 4244 - 4252
Опубликована: Май 25, 2024
Abstract
A
strategy
to
access
fluorinated
spiroindolenines
has
been
developed,
involving
a
selective
functionalization
of
indoles
with
moieties
and
subsequent
catalytic
dearomatization.
Trifluomethylthio
(SCF
3
),
diethyl
phosphono(difluoromethyl)thio
2
P(O)(OEt)
)
(phenylsulfonyl)difluoromethyl
(CF
SO
Ph)
groups
were
embedded
at
the
C2
position
indole
derivatives
substituted
alkynes,
allenes,
allyl
carbonate
C3
position.
gold‐catalyzed
cycloisomerization
gave
five
spiroindolenines,
an
enantioselective
palladium
catalyzed
cyclization
provided
10
spirocyclic
products
up
77%
ee.
Язык: Английский