Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents
Chemical Reviews,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 13, 2024
Hypervalent
iodine(III)
compounds
have
found
wide
application
in
modern
organic
chemistry
as
environmentally
friendly
reagents
and
catalysts.
iodine
are
commonly
used
synthetically
important
halogenations,
oxidations,
aminations,
heterocyclizations,
various
oxidative
functionalizations
of
substrates.
Iodonium
salts
arylating
reagents,
while
iodonium
ylides
imides
excellent
carbene
nitrene
precursors.
Various
derivatives
benziodoxoles,
such
azidobenziodoxoles,
trifluoromethylbenziodoxoles,
alkynylbenziodoxoles,
alkenylbenziodoxoles
group
transfer
the
presence
transition
metal
catalysts,
under
metal-free
conditions,
or
using
photocatalysts
photoirradiation
conditions.
Development
hypervalent
catalytic
systems
discovery
highly
enantioselective
reactions
chiral
represent
a
particularly
recent
achievement
field
chemistry.
Chemical
transformations
promoted
by
many
cases
unique
cannot
be
performed
any
other
common,
non-iodine-based
reagent.
This
review
covers
literature
published
mainly
last
7-8
years,
between
2016
2024.
Язык: Английский
Nitrogen-Based Organofluorine Functional Molecules: Synthesis and Applications
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
Язык: Английский
One‐Pot Reaction of (β‐Amino‐α,α‐difluoroethyl)phosphonates with Trifluoromethylated Ketones via Aza‐Wittig Reagents
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(12), С. 1969 - 1974
Опубликована: Апрель 30, 2022
Abstract
We
report
a
one‐pot
reaction
of
(β‐amino‐α,α‐difluoroethyl)phosphonates
involving
aza‐Wittig
reagents,
in
which,
difluoromethylphosphonate‐containing
diazo
and
trifluoromethylated
ketones
assemble
to
furnish
azo‐containing
α‐fluorovinylphosphonates.
Mechanism
studies
disclose
pathway,
which
contains
an
reaction,
water
addition
hydrazone,
C−F
bond
cleavage
with
reagent
as
key
intermediate.
This
is
conducted
at
60
°C
affording
series
α‐fluorovinylphosphonate
compounds
42–94%
yields
Z
‐stereoselectivity.
work
opens
vision
for
the
difluoroalkyl‐substituted
diazos,
provides
strategy
synthesis
derivatives.
magnified
image
Язык: Английский
Aza-Wittig reaction of (β-diazo-α,α-difluoroethyl)phosphonates with aldehydes for the synthesis of difluoromethylphosphonate-containing arylidene hydrazones
Journal of Fluorine Chemistry,
Год журнала:
2023,
Номер
273, С. 110226 - 110226
Опубликована: Ноя. 29, 2023
Язык: Английский
Catalytic regioselective construction of phenylthio- and phenoxyldifluoroalkyl tetrazoles from difluorodiazoketones
Chemical Communications,
Год журнала:
2021,
Номер
57(100), С. 13744 - 13747
Опубликована: Янв. 1, 2021
Here
we
report
the
design
and
synthesis
of
two
new
difluoro-diazoketone
reagents
(difluorophenylthiol
diazoketone
difluorophenoxyl
diazoketone)
their
[3+2]
cycloaddition
reactions
with
aryldiazonium
salts
under
silver
catalysis
conditions.
This
protocol
enables
regioselective
access
to
a
broad
scope
difluorophenylthiol-
difluorophenoxyl-substituted
tetrazole-carbinols
in
one-pot
operation.
Further
synthetic
derivatizations
including
dephenylthiolation
unexpected
phenylthiol
group
migration/fluorination
allow
efficient
preparation
α-difluoromethyl
α-trifluoromethyl
tetrazole-thioethers.
Язык: Английский