The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(6), С. 3931 - 3940
Опубликована: Март 7, 2024
The
electrochemical
oxidative
radical–radical
cross-coupling
of
sulfonyl
hydrazides
with
diselenides
for
the
synthesis
selenosulfonates
was
successfully
accomplished.
method
is
applicable
to
a
wide
range
aromatic/aliphatic
and
diselenides,
providing
products
in
good
excellent
yields.
Notably,
this
protocol
stands
out
its
green
sustainable
nature,
as
it
does
not
rely
on
transition
metals
oxidizing
agents,
starting
materials
are
cost-effective
readily
available.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(6), С. 4176 - 4184
Опубликована: Март 4, 2024
A
simple
and
efficient
visible-light-promoted
selenylation/cyclization
of
o-alkynyl
benzylazides/o-propargyl
arylazides
have
been
realized
for
the
practical
synthesis
seleno-substituted
isoquinolines
quinolines.
This
strategy
provides
valuable
isoquinoline
quinoline
derivatives
via
construction
one
C(sp2)–Se
bond
C–N
within
process.
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(14)
Опубликована: Май 8, 2024
The
beginning
of
photochemical
reactions
revolutionized
synthetic
chemistry
through
sustainable
practices.
This
review
explores
cutting-edge
developments
in
leveraging
light-induced
processes
for
generating
cascaded
C-C
and
C-hetero
bonds
without
catalysts.
Significantly,
catalyst-free
photoinduced
methodologies
have
garnered
considerable
attention,
especially
the
creation
varied
heterocyclic
frameworks
drug
design
synthesis
natural
products.
article
delves
into
underlying
mechanisms,
addresses
limitations,
evaluates
various
methodologies,
emphasizing
potential
photocatalyst
transition
metal-free
to
enhance
sustainability.
Divided
two
sections,
it
covers
recent
strides
C-heteroatom
multiple
bond
formation
reactions.
Organic Letters,
Год журнала:
2025,
Номер
27(4), С. 1030 - 1035
Опубликована: Янв. 20, 2025
Compared
with
the
energetically
favorable
5-
or
6-membered
fluoro-functionalized
heterocycles,
construction
of
medium-sized
fluoro-heterocycles
is
relatively
under-researched
because
their
inherently
unfavorable
enthalpic
and
entropic
nature.
Based
on
rational
design
DFT
calculations,
a
novel
photocatalytic
difluoromethyl
radical-initiated
intramolecular
7-endo-trig
cyclization
was
realized,
thus
affording
sustainable
route
for
synthesis
challenging
N-heterocycles.
Depending
atomic
dipole
moment
corrected
Hirshfeld
population
(ADCH)
charge
chemoselective
6-exo-trig
radical
cyclizations
were
further
replenished.
Large-scale
derivatization
demonstrated
wide
utility
this
method.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 27, 2025
A
novel
visible-light-induced
sulfonylation
cyclization
to
indole-fused
medium-sized
N-heterocycles
was
established
under
room
temperature
with
biomass-derived
2-Me-THF
as
the
solvent.
This
reaction
proceeds
in
absence
of
external
photocatalyst,
additive,
metal
salts,
and
base.
Broad
substrate
scope,
good
functional
group
compatibility,
large-scale
synthesis
derivatization
via
iodination,
nitration,
chlorination,
cyanation,
selenylation
demonstrate
utility
this
protocol.
radical
route
proposed
based
on
inhibition
experiments,
visible-light
irradiation
on-off
test,
apparent
quantum
efficiency
calculation,
UV-vis
absorption
spectroscopic
studies.
Organic Letters,
Год журнала:
2024,
Номер
26(27), С. 5705 - 5712
Опубликована: Июнь 27, 2024
Selenosulfones,
as
pivotal
pharmaceutical
molecule
frameworks,
have
become
a
research
hotspot
in
modern
organic
synthesis
due
to
their
vital
need
for
efficient
preparation.
Herein,
we
developed
an
iron-catalyzed
four-component
controllable
radical
tandem
reaction
of
allenes
involving
cycloketone
oxime
esters,
1,4-diazabicyclo[2.2.2]octane
bis(sulfur
dioxide)
adduct
(DABSO),
and
diphenyl
diselenides
the
complex
selenosulfones.
This
is
first
case
achieving
1,2-selenosulfonylation
via
process,
wherein
precise
control
rates
polarity
matching
enhance
high
regioselective
conversion.
The
conditions
are
ecofriendly
mild
with
step-efficiency
by
forming
two
new
C–S
bonds
one
C–Se
bond
pot.
Moreover,
can
be
achieved
replacing
esters
aryldiazonium
tetrafluoroborates
this
system.
Organic Letters,
Год журнала:
2024,
Номер
26(3), С. 757 - 762
Опубликована: Янв. 17, 2024
A
dual
nickel-
and
iridium-photocatalyzed
radical
cascade
bicyclization
reaction
for
the
synthesis
of
highly
complex
molecular
structures
in
an
atom-
step-economic
manner
has
been
described.
series
precursors
are
utilized
divergent
diversely
substituted
fluorenes
indenoazepinones
bearing
quaternary
carbons
by
using
cyclization
reactions
1,5-enynes.
This
is
characterized
its
mild
conditions,
broad
substrate
scope,
excellent
selectivity,
satisfactory
yield
including
facile
scale-up
synthesis.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(4), С. 2238 - 2246
Опубликована: Янв. 31, 2024
Visible-light-induced
regioselective
cascade
radical
cyclization
of
α-bromocarbonyls
for
the
synthesis
benzazepine
derivatives
is
described.
In
presence
fac-Ir(ppy)3
(2.0
mol
%)
as
a
photocatalyst,
2,6-lutidine
base,
and
dichloromethane
solvent,
reactions
proceed
smoothly
to
afford
seven-membered
rings
in
good
yields.
This
protocol
features
broad
substrate
scope,
excellent
functional
group
tolerance,
mild
reaction
conditions.
Preliminary
mechanistic
studies
reveal
that
generation
α-carbon
more
prone
react
with
1,1-diphenylethylene
tethered
acrylamide
generate
stable
heterocycle.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(17)
Опубликована: Март 11, 2024
Abstract
Molecules
containing
ether
skeletons
are
widely
present
in
drugs,
natural
products,
functional
materials,
and
life
science.
Direct
C(sp
3
)−H
bond
functionalization
is
considered
a
powerful
strategy
for
the
construction
of
novel
derivatives.
Photo‐/electro‐chemical
technology
relatively
green
sustainable
synthesis
method,
which
opens
up
broad
application
prospect
field
direct
bonds.
In
recent
years,
photo‐/electro‐mediated
alkylation,
arylation,
alkynylation,
esterification,
mercaptoylation,
sulfidation,
amination
ethers
have
been
extensively
studied.
this
review,
research
progress
compounds
from
2014
to
2023
systematically
reviewed,
scope,
limitations,
mechanisms
some
reactions
discussed.
