The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(12), P. 8363 - 8375
Published: June 7, 2024
Palladium-catalyzed
decarboxylation
of
5-methylene-1,3-oxazinan-2-ones
and
5-methylene-1,3-dioxan-2-ones
to
generate
aza-π-allylpalladium
oxa-π-allylpalladium
1,4-dipoles
for
[4
+
2]
cycloaddition
reaction
with
1,3,5-triazinanes
was
developed,
affording
a
wide
range
hexahydropyrimidine
1,3-oxazinane
derivatives
in
good
excellent
yields
(up
99%).
The
acyclic
sulfonamido-substituted
allylic
carbonates
as
1,4-dipole
precursors
also
apply
the
developed
synthesized
strategy,
achieving
synthesis
hexahydropyrimidines.
Moreover,
situ-generated
undergoing
dimeric
4]
were
demonstrated
by
construction
1,5-diazocane
derivatives.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(10), P. 4146 - 4174
Published: Jan. 1, 2022
The
advances
on
metal-catalysed
high-order
dipolar
annulations
were
comprehensively
summarized
in
this
review.
To
further
exploit
the
potential
of
unique
annulation
strategy,
a
research
outlook
was
also
proposed.
ChemCatChem,
Journal Year:
2022,
Volume and Issue:
14(9)
Published: Jan. 31, 2022
Abstract
Palladium‐catalyzed
decarboxylative
cycloadditions
have
emerged
as
highly
effective
methods
for
constructing
structurally
diverse
carbo‐
and
heterocycles
because
of
the
formation
at
least
two
carbon‐carbon
or
carbon‐heteroatom
bonds
in
a
single
step.
It
is
great
interest
to
chemists
that
this
type
cycloaddition
reactions
possesses
some
special
advantages
such
high
reactivity,
exclusive
regioselectivity,
good
functional
group
compatibility.
Based
on
these
qualities,
palladium‐catalyzed
present
strong
ability
synthetic
chemistry
been
flourished
especially
last
five
years.
In
review,
achievements
involving
cyclic
carbonates,
carbamates,
lactones
accessing
oxacyclo‐,
azacyclo‐
carbocyclic
compounds
are
addressed.
Mechanistic
insights
applications
toward
synthesis
natural
products
discussed.
The
challenges
opportunities
field
also
outlined.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
8(13), P. 3238 - 3243
Published: Jan. 1, 2021
Herein,
a
novel
synthesis
of
pyrazolidinone
fused
1,3-benzooxazepine
derivatives
via
formal
[4
+
3]
annulation
reaction
1-phenylpyrazolidinones
with
diazonaphthalen-2(1H)-ones
is
presented.
Green Synthesis and Catalysis,
Journal Year:
2021,
Volume and Issue:
2(2), P. 228 - 232
Published: April 19, 2021
We
reported
a
synergistic
Pd/Cu
catalyzed
enantioselective
decarboxylative
allylation
of
vinylethylene
carbonates
with
glycine
iminoesters,
which
provides
facile
access
to
non-proteinogenic
diverse
trisubstituted
allylic
amino
acid
derivatives
in
high
yields,
exclusive
regioselectivities
and
excellent
stereoselectivities.
This
reaction
tolerates
wide
range
γ
β-aryl
substituted
either
electron-donating
or
electron-withdrawing
groups.
Significantly,
this
method
was
proven
be
sufficient
the
gram
scale
synthesis
chiral
while
retaining
enantioselectivity
geometric
control.
Chinese Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
42(10), P. 3051 - 3051
Published: Jan. 1, 2022
Chiral
heterocyclic
compounds
are
an
important
class
of
chiral
substances,
which
widespread
in
many
drugs,
pesticides
and
catalysts.Therefore,
the
efficient
asymmetric
synthesis
these
becomes
a
research
hotspot
organic
synthesis.Transition
metal-catalyzed
cyclization
with
heteroatom-dipole
precursors
is
method
to
construct
frameworks.Among
them,
designed
based
on
transition
allyl
or
propargyl
substitutions
have
been
extensively
studied
past
two
decades
occupied
role
this
field.The
cyclizations
introduced
detail.The
advantages
existing
problems
current
methods
analyzed,
would
provide
useful
reference
for
researchers
related
fields.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 3, 2025
A
novel
photocatalytic
method
for
the
synthesis
of
1,4-benzoxazepine
using
2-alkoxyarylaldehyde
as
an
oxygen
source
and
N-arylglycine
a
nitrogen
has
been
reported.
This
is
mild,
efficient,
fast,
corresponding
reaction
can
be
completed
within
2
h
at
room
temperature
under
atmosphere
light-irradiation
conditions.
Mechanistic
studies
have
confirmed
that
this
scheme
involves
decarboxylation
cyclization
provides
convenient
pathway
preparation
various
2-alkyl-N-phenyl-substituted
1,4-benzoxazepine.
Chemical Science,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
An
effective
method
for
the
synthesis
of
dihydropyrans
through
synergistic
palladium
and
chiral
phosphonic
acid
catalysis
was
reported.
This
protocol
proceeded
under
mild
reactions
provided
in
up
to
87%
yield
97%
ee.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(18), P. 3798 - 3802
Published: Jan. 1, 2022
A
visible-light-induced
metal-free
cascade
cyclization
of
cyclic
N-sulfonyl
ketimines
with
N-arylglycines
for
the
construction
N-sulfonamide-fused
imidazolidines
was
developed.
The
procedure
employed
3
mol%
eosin
Y
as
photocatalyst
at
room
temperature
under
visible
light
irradiation,
providing
various
in
good
yields
(32
examples,
up
to
86%
yields).
