Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
124(11), P. 7214 - 7261
Published: May 16, 2024
In
recent
years,
visible
light-induced
reactions
of
diazo
compounds
have
attracted
increasing
attention
in
organic
synthesis,
leading
to
improvement
existing
reactions,
as
well
the
discovery
unprecedented
transformations.
Thus,
photochemical
or
photocatalytic
generation
both
carbenes
and
radicals
provide
milder
tools
toward
these
key
intermediates
for
many
valuable
However,
vast
majority
transformations
represent
new
reactivity
modes
compounds,
which
are
achieved
by
decomposition
photoredox
catalysis.
particular,
use
a
redox-active
photocatalysts
opens
avenue
plethora
radical
reactions.
The
application
methods
led
inaccessible
classical
associated
with
metal
carbenes.
most
cases,
act
sources
but
can
also
serve
acceptors.
Importantly,
described
processes
operate
under
mild,
practical
conditions.
This
Review
describes
this
subfield
compound
chemistry,
particularly
focusing
on
advancements.
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 212 - 219
Published: Feb. 2, 2024
An
efficient
multicomponent
reaction
of
newly
designed
β-trifluoromethyl
β-diazo
esters,
acetonitrile,
and
carboxylic
acids
via
an
interrupted
esterification
process
under
copper-catalyzed
conditions
has
been
developed,
which
affords
various
unsymmetrical
N
,
-diacyl-β-amino
esters
in
good
to
excellent
yields.
The
features
mild
conditions,
a
wide
scope
β-amino
acids,
also
applicability
large-scale
synthesis,
thus
providing
way
for
the
synthesis
β-diacylamino
esters.
Furthermore,
this
represents
first
example
Mumm
rearrangement
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(8), P. 1827 - 1832
Published: Feb. 8, 2024
Abstract
Herein,
we
report
a
photocatalytic
method
for
the
synthesis
of
2‐quinolones
under
mild
conditions
by
employing
α‐diazo
acetamide
as
substrates.
The
use
Eosin
Y
photocatalyst
allows
an
economical
and
environmentally
benign
synthetic
method.
process
involves
generation
radicals
from
diazo
compounds
promoted
visible‐light‐induced
proton‐coupled
electron
transfer
(PCET)
mechanism.
demonstrates
broad
substrate
scope
to
provide
various
aryl‐
alkyl‐substituted
2‐quinolones.
To
support
proposed
mechanism,
series
mechanistic
experiments
were
conducted.
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 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
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(17), P. 2883 - 2887
Published: July 21, 2023
Abstract
(β‐Diazo‐α,α‐difluoroethyl)phosphonates
have
been
emerging
as
useful
building
blocks
in
organic
synthetic
chemistry
recent
years,
which
can
be
used
diazo
analog
or
masked
carbene
for
the
rapid
assembly
of
difluoromethylene
phosphonate‐containing
compounds.
Herein,
we
elaborate
a
method
synthesis
α‐fluoro‐β‐ketophosphonates
from
hydration/C−F
bond
cleavage
situ
generated
(β‐amino‐α,α‐difluoroethyl)phosphonates
via
Rh‐carbene
intermediate.
Divers
are
tolerated
this
reaction
affording
good
yields.
This
water
coupling
partner,
represents
(β‐diazo‐α,α‐difluoroethyl)phosphonates
and
also
generating
bioactive
α‐fluoro‐β‐ketophosphonates.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(24), P. 17227 - 17236
Published: Nov. 29, 2023
This
study
presents
a
convenient
approach
to
the
synthesis
of
indole-
and
benzofuran-based
benzylic
sulfones
using
unactivated
alkynes
containing
aryl
iodides
sodium
sulfinates
under
visible
light
irradiation.
The
procedure
involves
sequential
series
dehalogenation,
carbo-cyclization,
radical
sulfonylation.
Plausible
insights
into
reaction
mechanism
are
derived
from
control
experiments,
leading
proposal
cascade
pathway.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(16), P. 3443 - 3449
Published: May 22, 2024
Abstract
A
Cu‐catalyzed
multi‐component
reaction
of
trifluoromethylated
β‐amino
ketones
and
nitriles
using
tert
‐butyl
nitrite
as
a
diazotization
reagent
has
been
developed.
Under
the
optimized
conditions,
N
‐trifluoroalkyl
amides
were
obtained
with
yields
up
to
87%.
Control
experiments
computational
studies
reveal
that
proceeds
through
generation
diazo,
in
situ
formation
nitrile
ylide,
water
addition
final
enol
tautomerism.
This
approach
features
mild
wide
substrate
tolerance,
scale‐up
applicability,
which
provides
an
efficient
practical
strategy
for
amide
synthesis.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 5, 2024
Abstract
Diazophosphonates
function
as
indispensable
synthetic
intermediates
within
the
domain
of
organic
chemistry,
serving
precursors
for
a
diverse
range
molecules,
with
potential
applications
bioactive
compounds.
α-Diazomethylphosphonates
showcase
expansive
reactivity
and
elevated
levels
enantioselectivity
in
asymmetric
transformations,
especially
conjunction
suitable
catalyst
systems.
This
review
compiles
latest
advancements
diazophosphonate
chemistry
from
2016
to
2024,
highlighting
their
transformative
synthesis.
Diazophosphonates,
regarded
revolutionary
compounds,
exhibit
unique
attributes
carbene
precursors,
driving
chemical
reactions
such
[3+2]
cycloaddition,
[3+3]
substitution
reactions.
Their
adaptability
functional
group
conversions
underscores
pivotal
role
various
methodologies.
The
highlights
growing
interest
among
chemists,
fostering
novel
strategies
expanding
application
horizons.
multifaceted
utility
diazophosphonates
reagents,
intermediates,
catalysts
significance
modern
pharmaceutical
applications,
prompting
further
exploration
into
this
dynamic
field.
1
Introduction
2
Cycloaddition
Reactions
3
Asymmetric
4
5
Substitution
6
Carbene
Precursors
7
Chemistry
Fluorinated
Compounds
8
Other
9
Future
Directions
10
Conclusion
