Abstract
Organophosphorus
compounds
have
been
widely
used
as
achiral
and
chiral
ligands
in
organic
synthesis
(PPh
3
,
BINAP,
dppe,
Duphos,
Xantphos,
PPFA,
Chiraphos,
SEGPHOS),
flame
retardants,
functional
materials
(LED,
PV),
well
agrochemicals
medicines
due
to
their
broad
biological
activities.
As
the
privileged
versatile
building
blocks,
1,n‐enynes
successfully
applied
of
various
functionalized
cyclic
based
on
two
active
unsaturated
chemical
bonds
(C═C
double
C≡C
triple
bonds).
With
development
highly
selective
efficient
methods
chemistry,
organophosphorus
through
radical
cascade
strategy
has
attracted
considerable
attention
recent
years.
In
here,
we
summarized
main
achievements
reactions
with
phosphorus‐centered
radicals.
Furthermore,
also
displayed
detailed
reaction
mechanisms
this
review.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(19), С. 2323 - 2328
Опубликована: Май 22, 2024
Comprehensive
Summary
A
novel
visible‐light‐induced
radical
cascade
6‐
endo
cyclization
of
dienes
(
N
‐(2‐vinylphenyl)acryl
amides)
is
developed
utilizing
α‐carbonyl
bromides
as
alkyl
reagents.
This
approach
affords
an
efficient
way
for
synthesizing
six‐membered
benzo‐fused
lactam
derivatives
with
chemo‐
and
regio‐selectivity
good
functional
group
tolerance.
Primary,
secondary,
tertiary
are
well‐compatible
this
reaction.
Chemical Communications,
Год журнала:
2024,
Номер
60(62), С. 8119 - 8122
Опубликована: Янв. 1, 2024
A
novel
visible-light
promoted
metal-free
radical
cascade
cyclization
reaction
has
been
developed
with
3-allyl-2-arylquinazolinones
as
a
new
class
of
acceptor.
This
photocatalytic
protocol
represents
an
efficient
approach
to
construct
phosphorylated
dihydroisoquinolino[1,2-
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 5, 2024
A
novel
electrochemical
cyclization
reaction
of
N
-acryloyl-indole-3-carboxamides
has
been
developed,
which
provides
a
new
and
efficient
strategy
for
the
synthesis
γ-carbolinone
derivatives.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(47), С. 9341 - 9345
Опубликована: Янв. 1, 2023
A
visible
light-enabled
cascade
cyclization
strategy
is
disclosed
with
concomitant
phosphorylation
and
heterocycle
construction.
It
provides
a
novel
environmentally
benign
approach
for
accessing
tetrahydroindolizine-containing
phosphonates
under
metal-free
conditions.
Mechanistic
studies
revealed
that
phosphinoyl
radicals
were
generated
from
H-phosphonates
via
HAT
process.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(46)
Опубликована: Окт. 30, 2023
Abstract
Photo‐induced
sulfonylamidation/lactonization
of
alkenyl
acids
with
N
‐sulfonylaminopyridinium
salts
is
demonstrated
to
access
sulfonamidylated
lactones
under
mild
and
metal‐free
conditions.
This
reaction
features
a
broad
substrate
scope,
good
functional
group
tolerance
easy
operation,
providing
simple
efficient
protocol
for
the
synthesis
lactones.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(12)
Опубликована: Фев. 21, 2024
Abstract
A
promising
and
useful
method
has
been
accomplished
for
regio‐
diastereoselective
synthesis
of
tetrahydro‐benzofuro[3,2‐
c
]chromenones
through
ceric(IV)
ammonium
nitrate
(CAN)
mediated
oxidative
coupling
cyclic/acyclic
1,3‐dicarbonyl
compounds
to
2‐aryl/heteroarylchromenes
followed
by
a
base
assisted
cyclization.
The
significant
features
the
encircle
easy
accessibility
starting
materials,
high
air
stability
low
toxicity
oxidant
CAN,
product
yield,
operationally
simple
eco‐friendly
reaction
conditions.
Trapping
radical
intermediate
with
scavenger
TEMPO
(detected
LC–MS)
from
mixture
proved
that
is
process.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5619 - 5633
Опубликована: Апрель 5, 2024
Hydroxanthones
have
attracted
considerable
attention
due
to
their
significance
in
organic
and
biological
chemistry,
yet
synthesis
remains
a
great
challenge.
In
this
study,
series
of
chromone-tethered
alkenes
are
designed,
radical
cyclization
reaction
these
chromone
derivatives
has
been
achieved
under
photoredox
conditions.
The
uses
bromodifluoroacetamides
or
bromodifluoroacetates
as
coupling
partners,
affording
broad
range
functionalized
tetrahydroxanthone
products
with
up
85%
yields.
is
triggered
via
the
generation
difluoroacetate
radicals
alkene
cations
fac-Ir(ppy)3
2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene
photocatalyst.
This
approach
offers
access
various
from
readily
available
starting
materials
enriches
research
content
heteroarene-tethered
alkenes.
New
photochemical
approaches
to
2,3-fused
quinazolinones
and
dihydroquinazolinones
are
disclosed.
The
intramolecular
hydrocyclization
proceeds
in
moderate
excellent
yields
across
diverse
alkenes
with
high
regioselectivity
diastereocontrol.
Mechanistic
studies
indicated
that
the
radical
cascade
processes
involve
thiophenol
acting
as
single-electron
transfer
hydrogen
atom
reagents.
success
of
gram-scale
synthesis
proves
strategy
can
be
used
for
practical
applications.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 18, 2024
We
report
an
electrophotocatalytic
process
that
enables
the
thiocyanation
and
sulfonylation/cyclization
of
alkenes.
It
is
applicable
to
a
wide
range
unactivated
alkenes,
using
inexpensive
photocatalyst
2,4,6-triphenylpyrylium
tetrafluoroborate
(TPPT)
produce
diverse
array
heterocycles
containing
sulfonyl
thiocyano
groups
with
good
functional
group
tolerance.
The
protocol
operates
under
mild,
chemical
oxidant-
transition-metal-free,
broad
scope
substrates.
Preliminary
mechanistic
studies
suggest
reaction
involves
combination
electrolysis
reductive
quenching
photocatalytic
cycle
TPPT.
Abstract
The
synthesis
of
acylmethylatated
pyrrolo‐quinazolinones
was
developed
via
photo‐induced
cascade
radical
addition/cyclization
N
‐(but‐3‐enyl)quinazolin‐4(3
H
)‐ones
with
sulfoxonium
ylides
using
4CzIPN
as
the
photocatalyst.
This
approach
also
suitable
for
construction
piperidino‐quinazolinones.
protocol
features
mild
conditions,
convenient
operation,
broad
substrate
scope
and
good
functional
group
compatibility.
