Visible Light-Induced Reactions of Diazo Compounds and Their Precursors
Chemical Reviews,
Год журнала:
2024,
Номер
124(11), С. 7214 - 7261
Опубликована: Май 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.
Язык: Английский
General Ir-Catalyzed N–H Insertions of Diazomalonates into Aliphatic and Aromatic Amines
Organic Letters,
Год журнала:
2024,
Номер
26(5), С. 983 - 987
Опубликована: Янв. 26, 2024
A
general
N–H
insertion
reactivity
of
acceptor–acceptor
diazo
malonate
reagents
is
reported
using
[Ir(cod)Cl]2
as
catalyst.
large
range
amines,
primary
and
secondary,
aliphatic
aromatic,
possible.
Mild
temperatures,
perfect
substrate/reactant
stoichiometry,
good
functional
group
compatibility
render
the
process
particularly
attractive
for
(late-stage)
functionalization
amines.
Язык: Английский
Visible-light-driven Synthesis of Benzoxepine Derivatives from Aromatic Diazo Compounds
Tetrahedron,
Год журнала:
2025,
Номер
unknown, С. 134620 - 134620
Опубликована: Март 1, 2025
Язык: Английский
Axis-to-Center Chirality Transfer Reactions of Phosphates with a Binaphthyl Group and Their Congeners: New Synthetic Routes to P-Chirogenic Organophosphorus Compounds
Chemistry Letters,
Год журнала:
2023,
Номер
52(9), С. 703 - 714
Опубликована: Июль 31, 2023
Abstract
Novel
synthetic
methods
for
P-chirogenic
four-coordinate
pentadentate
organophosphorus
compounds
are
described.
The
pathways
commenced
with
the
use
of
phosphates
bearing
a
binaphthyl
group
and
their
congeners.
These
underwent
reactions
fluoride
ion,
metal
hydroxides,
alkoxides,
Grignard
reagents,
resulting
in
transfer
axial
chirality
from
to
central
phosphorus
atom.
As
result,
products
incorporating
were
obtained.
substitution
these
newly
formed
alkoxides
reagents
led
formation
phosphates,
phosphonates,
phosphinates,
some
sulfur
isologues.
Язык: Английский
Synthesis of a versatile 1H-indene-3-carboxylate scaffold enabled by visible-light promoted Wolff rearrangement of 1-diazonaphthalen-2(1H)-ones
Chemical Communications,
Год журнала:
2023,
Номер
59(42), С. 6363 - 6366
Опубликована: Янв. 1, 2023
Herein,
we
have
developed
a
sequential
visible-light-promoted
Wolff
rearrangement
of
1-diazonaphthalen-2(1H)-ones,
followed
by
capturing
the
in
situ
generated
ketene
intermediates
with
various
alcohols,
producing
diverse
1H-indene-3-carboxylates
moderate
to
good
yields
under
mild
reaction
conditions.
The
broad
substrate
scope,
high
functional
group
tolerance,
and
robust
conditions
make
resulting
derivative
versatile
platform
for
synthesis
plenty
bioactive
molecules.
Язык: Английский
Access to syn α‐Amino‐β‐Hydroxyesters by N‐H Insertion on O‐Protected α‐Diazo‐β‐Hydroxyesters.
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 13, 2024
Abstract
The
N−H
insertion
reaction
is
a
versatile
method
for
creating
C−N
bonds
under
mild
conditions,
providing
in
particular
an
efficient
access
to
both
natural
and
non‐natural
α‐amino
acid
derivatives.
In
this
field,
the
direct
on
α‐diazo‐β‐hydroxyesters
has
not
yet
been
investigated
constitutes
significant
challenge,
due
competitive
migration
processes.
We
report
herein
first
insertions
O
‐protected
α‐diazo‐β‐aryl‐β‐hydroxyesters,
enabling
synthesize
wide
range
of
α‐amino‐β‐hydroxyesters
by
tuning
nature
amine
aryl
substituent.
Overall,
28
products
have
isolated,
with
moderate
good
yields
most
cases,
diastereoisomeric
ratios
up
8.0
:
1
favor
syn
diastereoisomer.
Язык: Английский