Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(2), P. 269 - 276
Published: Nov. 30, 2023
Abstract
Here
we
present
a
[3+2]
cycloaddition
of
rationally
designed
trisubstituted
cyclic
α‐chloroamides,
primarily
those
incorporating
pharmacological
pyrazolone
cores,
as
potent
synthons
for
synthesizing
valuable
spirocyclic
γ‐lactam
architectures.
This
protocol
exhibits
52–96%
yields,
impressive
substrate
compatibility,
and
scale‐up
capacity.
Importantly,
this
study
also
represents
one
the
rare
examples
that
harness
enaminone
C−N
bond
cleavage
to
engineer
relevant
skeletons
biological
interest.
Moreover,
propose
plausible
mechanistic
explanation
elucidate
outstanding
chemical
outcomes
observed,
thereby
enriching
synthetic
toolbox
chemistry
α‐haloamide‐mediated
reactions.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(16), P. 2125 - 2136
Published: Jan. 1, 2024
In
this
feature
article,
we
focus
on
the
photochemical
strategy
for
construction
of
heterocyclic
skeletons,
specifically
highlighting
methods
that
employ
visible
light-promoted
carbene
transfer
reactions.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(10), P. 4926 - 4975
Published: Jan. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3585 - 3589
Published: Feb. 16, 2024
Herein,
we
report
the
study
of
thermally
promoted
reaction
3-diazotetramic
acids
with
imines
as
a
rapid
route
to
novel
spiro
heterocyclic
scaffold,
bis-β-lactams
(2,6-diazaspiro[3.3]heptane-1,5-diones).
The
transformation
proceeds
via
metal-free
microwave-assisted
Wolff
rearrangement
diazo
reagent
followed
by
Staudinger
[2+2]
cycloaddition
ketenes
Shiff
bases.
This
methodology
enables
preparation
diastereomerically
pure
in
high
yields
and
provides
an
avenue
for
exploring
new
versions
privileged
β-lactam
core
drug
design.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(4), P. 1034 - 1041
Published: Jan. 1, 2023
A
series
of
dihydroquinolinones
have
been
synthesized
via
synergistic
catalysis
combining
photolysis
and
Lewis
base
utilizing
in
situ
generated
ketenes
ortho
-amino
MBH
carbonates.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(5), P. 1479 - 1483
Published: Jan. 1, 2024
We
developed
an
asymmetric
Pd-catalyzed
[3
+
2]
cycloaddition
of
α,β-unsaturated
pyrazolones
with
vinylethylene
carbonates.
An
array
spiro-tetrahydrofuran-pyrazolones
were
obtained
in
high
yields
excellent
enantioselectivities.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(13), P. 3576 - 3582
Published: Jan. 1, 2024
Substituent-controlled
regiodivergent
synthesis
of
aza-analogs
β-lactam
and
γ-fused
lactam
derivatives
via
the
visible-light-induced
Wolff
rearrangement
α-diazoketones
azo
esters.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
27(4), P. 1006 - 1011
Published: Jan. 16, 2025
Herein,
we
introduce
a
scandium-catalyzed
synthetic
strategy
that
provides
access
to
diverse
and
functionalized
array
of
cyclobutene
frameworks
adorned
with
quaternary
carbon
center.
This
approach
broadens
the
repertoire
2-alkynylnaphthols
alkenes,
offering
versatile
platform
for
construction
complex
molecular
architectures.
The
asymmetric
catalytic
[2
+
2]
cycloaddition
reaction
demonstrates
wide
substrate
scope
an
impressive
functional
group
tolerance,
yielding
products
high
efficiency,
up
97%
yield,
excellent
enantiomeric
excess
97%.
simplicity
scaling
this
process,
coupled
ease
converting
these
into
variety
substituted
products,
significantly
enhances
utility
method.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(3)
Published: Jan. 1, 2025
Abstract
The
phosphine‐catalyzed
(3
+
2)
annulation
reaction
of
δ
‐hydroxyl‐substituted
allenylic
alcohols
with
pyrazolinone‐derived
ketimines
has
been
developed,
giving
a
variety
spiro
dihydropyrrole‐dihydropyrazolone
derivatives
in
high
yields
good
diastereoselectivities.
Various
unsaturated
and
diverse
worked
well
under
mild
conditions,
31
examples
were
provided
up
to
97%
yield
>20:1
diastereoselectivity.
scale‐up
further
transformations
the
product
successfully
acheived,
three
derivation
experiments
showed
feasibility
product.
These
results
revealed
that
current
could
be
useful
tool
for
synthesis
derivatives.
In
addition,
we
also
investigated
asymmetric
version
this
ketimines,
86%
ee
chiral
was
obtained
use
bifunctional
phosphine
catalyst.
