Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(10), P. 1683 - 1688
Published: March 8, 2023
A
visible-light-induced
hydrocyclization
of
unactivated
alkenes
was
developed
using
3CzClIPN
as
the
photocatalyst
to
generate
substituted
α-methyldeoxyvasicinones
and
α-methylmackinazolinones
in
moderate
good
yields.
An
intermolecular
hydrogen
atom
transfer
with
THF
source
involved.
Mechanism
studies
indicated
that
intramolecular
addition
situ
formed
aminal
radical
alkene
generated
polycyclic
quinazolinone.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(6), P. 1824 - 1842
Published: Jan. 1, 2024
In
this
review,
we
briefly
summarize
the
recent
research
progress
in
enantioselective
higher-order
cycloadditions,
focusing
on
preparation
of
medium-sized
and
multicyclic
chiral
molecules
by
metal-free
catalysis.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(24), P. 4598 - 4602
Published: June 12, 2023
A
novel
radical
cascade
trifluoromethylthiolation/cyclization
of
dienes
(N-alkyl-2-(1-phenylvinyl)aniline
derivatives)
with
AgSCF3
has
been
developed.
This
approach
provides
simple
and
efficient
access
to
a
wide
range
SCF3-containing
medium-sized
rings
(7/8/9-membered
heterocycles).
Preliminary
mechanistic
studies
suggest
that
the
reaction
is
realized
through
silver-assisted
cyclization
process.
The
large-scale
experiment
modification
product
reveal
promising
utility
this
protocol.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 10614 - 10623
Published: July 25, 2024
A
photocatalyst-free
and
EDA
complex-enabled
radical
cascade
cyclization
reaction
of
inactive
alkenes
with
bromodifluoroacetamides
was
reported
for
the
divergent
synthesis
fluorine-containing
tetralones
quinazolinones.
In
this
transformation,
persulfates
as
electron
donors
difluoro
bromamide
acceptors
generate
complex.
This
is
a
promising
photochemical
method
advantages
such
mild
conditions,
simple
operation,
being
metal-free,
excellent
functional
group
tolerance.
Green Chemistry,
Journal Year:
2022,
Volume and Issue:
25(1), P. 153 - 160
Published: Nov. 25, 2022
Photo-promoted
cascade
6-exo-trig
spirocyclization
of
biaryl
ynones
with
NH
4
SCN
was
developed
for
the
preparation
various
SCN-containing
spiro[5,5]trienones.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(35), P. 4687 - 4690
Published: Jan. 1, 2024
A
visible-light-induced
carbophosphorylation/cyclization
of
N
-homoallyl
and
-allyl
aldehyde
hydrazones
with
phosphine
oxides
was
developed
to
obtain
phosphorylated
tetrahydropyridazines
dihydropyrazoles.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 25, 2025
A
novel
strategy
toward
construction
of
indole-fused
eight-membered
heterocyclic
rings
through
a
radical
pathway
has
been
reported.
Our
approach
involves
tandem
cyclization
via
FeCl3-catalyzed
cross-dehydrogenative
double
C–N
bond
formation
using
DDQ
as
an
oxidant
under
mild
condition.
An
EPR
experiment
and
time
course
1H
NMR
study
confirm
that
the
addition
triggers
pyrazole
N-radical,
which
contributes
to
eight-member
framework
with
good
yield.
The
structural
diversity
synthetic
utility
have
explored,
along
photophysical
properties
synthesized
compounds.
Green Synthesis and Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
Given
the
significance
of
oxacyclic
frameworks
in
molecular
scaffolds
and
drug
discovery,
it
is
intriguing
to
precisely
construct
manipulate
such
ring
systems
chemical
research.
In
this
area,
intermolecular,
multicomponent
cyclization
for
synthesis
diversely
substituted
seven-membered
oxacycles
under
simple
conditions
still
a
challenge.
Here,
we
report
dual
photoredox/Brønsted
acid
relay
catalytic
strategy
situ
generation
ortho-quinone
methides
subsequent
(4+3)
with
2-indolylalcohols.
one-pot
reaction,
two
C-C
one
C-O
bonds
are
formed,
providing
de
novo
access
various
biologically
important
indole-fused,
oxygen-containing
heterocycles.
By
virtue
chiral
phosphoric
acid,
an
asymmetric
version
can
also
be
achieved
good
excellent
levels
enantioselectivity
(up
96:4
er).
Chemical Science,
Journal Year:
2023,
Volume and Issue:
14(25), P. 6930 - 6935
Published: Jan. 1, 2023
The
Dowd-Beckwith
reaction,
a
ring-expansion
of
carbonyl
compounds
via
alkoxy
radicals,
is
powerful
approach
for
synthesizing
medium
to
large-sized
carbocyclic
scaffolds,
which
takes
advantage
existing
ring
structures
and
avoids
entropic
enthalpic
factors
that
arise
from
the
end-to-end
cyclization
strategies.
However,
followed
by
H-atom
abstraction
still
dominating
pathway,
hampers
its
synthetic
applications,
there
currently
exist
no
reports
on
functionalization
ring-expanded
radicals
using
non-carbon
based
nucleophilic
reagents.
Herein,
we
report
redox-neutral
decarboxylative
Dowd-Beckwith/radical-polar
crossover
(RPC)
sequence
delivers
functionalized
medium-sized
with
broad
functional
group
tolerance.
reaction
allows
one-carbon
4-,
5-,
6-,
7-,
8-membered
substrates
can
also
be
applied
three-carbon
chain
incorporation,
enabling
remote
in
rings.
