Journal of Flow Chemistry,
Journal Year:
2023,
Volume and Issue:
14(1), P. 149 - 159
Published: Dec. 15, 2023
Abstract
In
this
paper
we
report
a
[2
+
2]
cycloaddition
reaction
between
ketenes
and
benzils,
characterized
by
an
unusual
double
photochemical
activation
triggered
visible
light.
Employment
of
flow
system
optimization
conditions
through
Design
Experiments
resulted
in
moderate
to
good
yields
the
corresponding
β-lactones.
A
thorough
computational
analysis
allowed
elucidate
mechanism
justify
observed
diastereoselectivity.
The
was
also
successfully
tested
with
mixed
showing
complete
regioselectivity.
Graphical
abstract
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(46), P. 9112 - 9122
Published: Jan. 1, 2023
Organic
thiocyanates
are
valuable
biological
moities
and
drug-building
blocks.
They
can
also
transform
effectively
into
thioethers,
thiols,
alkynyl
thiocarbamates
in
synthetic
chemistry.
With
respect
to
the
merits
of
thiocyanates,
many
chemists
our
research
team
have
developed
diverse
strategies
access
SCN-revised
heterocycles/spirocycles
via
an
effective
radical
cyclization
process.
Hence,
this
review
article
first
describes
importance/application
thiocyanates.
Subsequently,
it
summarizes
reaction
conditions,
substrate
scopes,
plausible
mechanism,
respectively,
excellent
work
stated
above.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
11(4), P. 1157 - 1162
Published: Dec. 22, 2023
Homo-
and
cross-dimerization
couplings
of
α-hydroxy
ketoneshave
been
realized
as
a
practical
tool
for
the
synthesis
2,3-dihydroxyl-1,4-butadiones.
The
reactions
were
run
at
room
temperature
under
visible
light
irradiation.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(5), P. 1116 - 1121
Published: Jan. 31, 2024
Diels-Alder
cycloaddition
of
anthracene
with
olefin
is
achieved
in
a
homogeneous
solution
via
energy
transfer
under
visible
light.
A
series
substrates
including
electroneutral
styrene
derivatives
can
be
successfully
converted
into
the
corresponding
cycloadducts
head-to-head
orientation
high
to
excellent
yields.
The
ortho-regioselectivity,
mild
condition,
and
broad
substrate
scope
enable
promising
advances
organic
transformation.
Synthesis,
Journal Year:
2024,
Volume and Issue:
56(16), P. 2513 - 2520
Published: June 17, 2024
Abstract
Oxetanes,
4-membered
oxygen-containing
heterocycles,
were
identified
to
have
pharmaceutical
applications
after
the
discovery
of
chemotherapeutic
drug
taxol
(Paclitaxel)
and
its
analogues.
Furthermore,
oxetanes
been
as
bioisosteres
for
several
common
functional
groups
are
present
in
a
number
natural
products.
However,
one
least
heterocycles
active
ingredients
on
market,
which
can
be
attributed,
part,
due
challenges
with
their
synthesis.
Previous
strategies
rely
nucleophilic
substitutions
or
[2+2]-cycloadditions,
but
limited
by
stepwise
buildup
starting
material
limitations
scope
resulting
from
requirements
activated
substrates.
To
address
these
limitations,
we
envisioned
activating
simple
carbonyls
corresponding
α-oxy
iodides
promote
ketyl
radical
formation.
These
radicals
then
undergo
atom-transfer
addition
alkenes
followed
one-pot
substitution
produce
oxetanes.
Herein,
proof-of-principle
this
strategy
fluoroalkyl
successfully
converted
into
Research Square (Research Square),
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 3, 2024
Abstract
Escape-from-Flatland
concept
have
driven
chemists
pay
more
attention
on
the
synthesis
of
C(sp3)-rich
small
molecules
for
potential
drug
candidates.
Saturated
bicyclic
amines
are
a
particularly
relevant
class
derivatives
and
their
inherent
structural
rigidity
ensures
accurate
three-dimensional
(3D)
disposition
exit
vectors.
Herein,
we
report
successful
realization
radical-polar
crossover
bicyclization
reaction
from
easily
available
cyclopropylamines
substituted
alkenes
through
photoredox
catalysis.
Notably,
this
approach
introduces
an
innovative
methodology
de
novo
diverse
collection
4/5-,
5/5-,
6/5-
7/5-fused
saturated
in
systematic
modular
manner
that
difficult
to
achieve
previous
methodologies.
This
work
highlights
efficiency
utility
photoinduced
applicability
is
showcased
by
excellent
functional
group
tolerance,
wide
substrate
scopes
simple
derivatization
reactions.
Journal of Flow Chemistry,
Journal Year:
2023,
Volume and Issue:
14(1), P. 149 - 159
Published: Dec. 15, 2023
Abstract
In
this
paper
we
report
a
[2
+
2]
cycloaddition
reaction
between
ketenes
and
benzils,
characterized
by
an
unusual
double
photochemical
activation
triggered
visible
light.
Employment
of
flow
system
optimization
conditions
through
Design
Experiments
resulted
in
moderate
to
good
yields
the
corresponding
β-lactones.
A
thorough
computational
analysis
allowed
elucidate
mechanism
justify
observed
diastereoselectivity.
The
was
also
successfully
tested
with
mixed
showing
complete
regioselectivity.
Graphical
abstract
