Organics,
Journal Year:
2021,
Volume and Issue:
2(3), P. 313 - 336
Published: Sept. 14, 2021
Conjugated
azapolyenes
(azabuta-1,3-dienes,
aza-/diaza-/oxaza-/oxadiazahexa-1,3,5-trienes)
are
highly
reactive
in
electrocyclization
reactions,
which
makes
them
convenient
precursors
for
the
synthesis
of
a
wide
range
four-,
five-,
and
six-membered
nitrogen
heterocycles
that
relevance
medicinal
chemistry.
Ring
opening
reactions
2H-azirines
azoles
containing
an
N–N
or
N–O
bond,
initiated
by
transition
metal
carbene,
have
become
increasingly
important
recent
years,
since
they
easily
allow
generation
with
different
numbers
double
bonds
heteroatoms
various
positions.
This
review
summarizes
literature,
published
mainly
last
decade,
on
synthetic
mechanistic
aspects
electrocyclizations
generated
carbene
method.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(12), P. 2139 - 2144
Published: March 22, 2023
The
three-component
reactions
of
enaminones,
α-diazo
esters/ketones,
and
t-butyl
nitrite
(TBN)
for
the
switchable
synthesis
isomeric
isoxazoles
have
been
realized.
catalysis
with
Cu(II)
salt
provides
3,4-disubsituted
via
[3
+
2]
cycloaddition.
On
other
hand,
Ag(I)
identical
substrates
leads
to
reversed
C3
C4
substitution
based
on
a
key
[2
1]
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(11)
Published: Jan. 20, 2024
Abstract
A
practical
and
mild
electrochemical
dehydrogenative
regioselective
cyclization
method
has
been
established
for
the
synthesis
of
4‐pyrrolin‐2‐ones
using
3‐aza‐1,5‐dienes
1,3‐dicarbonyl
compounds
as
substrates.
This
protocol
is
catalyst‐free,
metal‐free,
does
not
require
oxidizing
agents.
It
exhibits
wide
substrate
compatibility
can
be
easily
scaled
up
to
gram
scale.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(39), P. 21327 - 21333
Published: June 28, 2021
A
catalytic
system-controlled
divergent
reaction
strategy
was
here
reported
to
construct
four
types
of
intriguing
spiroheterocyclic
skeletons
from
simple
and
readily
available
starting
materials
via
a
precise
chemical
bond
activation/[n+1]
annulation
cascade.
The
tetraazaspiroheterocyclic
trizazspiroheterocyclic
scaffolds
could
be
independently
constructed
by
selective
N-N
cascade,
C(sp2
)-H
activation/[4+1]
novel
tandem
)-H/C(sp3
strategy,
along
with
broad
scope
substrates,
moderate
excellent
yields
valuable
transformations.
More
importantly,
in
these
transformations,
we
are
the
first
time
capture
activation
C(sp3
pyrazolidinones
under
different
system.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(13), P. 2163 - 2168
Published: June 3, 2022
Abstract
A
visible‐light‐induced
regioselective
tandem
enamido
β‐C(
sp
2
)−H
alkylation/acrylamido
alkylation/cyclizative
alkenylation
sequence
of
3‐aza‐1,5‐dienes
is
presented.
This
protocol
regiospecific,
features
a
broad
substrate
scope,
and
provides
direct
access
to
3,4‐dialkylated
4‐pyrrolin‐2‐ones
from
readily
available
N
‐alkenylacrylamides.
It
scalable
gram
scale,
could
be
induced
by
natural
sunlight.
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(18), P. 12935 - 12948
Published: Sept. 6, 2023
An
electrochemical
or
photoelectrochemical
regioselective
polyfluoroalkylation/cyclization
cascade
of
3-aza-1,5-dienes
with
sodium
fluoroalkanesulfinates
is
presented.
This
protocol
proceeds
a
broad
substrate
scope
and
good
functional
group
tolerance
under
mild,
oxidant-free,
transition-metal-free,
electrolyte-free
conditions
to
provide
3-polyfluoroalkylated
4-pyrrolin-2-ones
in
one
step
from
readily
available
N-vinylacrylamides,
it
scalable
the
Gram
scale.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(39), P. 5902 - 5905
Published: Jan. 1, 2023
The
chiral
phosphoric
acid-catalyzed
asymmetric
intermolecular
formal
[3+2]
cycloaddition
of
azoalkenes
with
azlactones
has
been
established.
This
convergent
protocol
leads
to
a
facile
and
enantioselective
de
novo
construction
wide
range
fully
substituted
4-pyrrolin-2-ones
bearing
carbon
atom
in
good
yields
excellent
enantioselectivities
(26
examples,
72-95%
87-99%
ee).
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(1)
Published: Jan. 1, 2025
Abstract
Heterocyclic
chemistry
has
emerged
as
a
significant
field
with
diverse
applications
in
recent
scenarios.
Nitrogen‐containing
heterocyclic
compounds
have
garnered
attention
due
to
their
unique
physiological
characteristics
and
extensive
medicinal
utility.
Therefore,
the
dihydro‐2
H
‐pyrrol‐2‐one
scaffold
is
key
skeleton
for
pharmaceutical
research
its
high
bioavailability
wider
synthetic
applications.
This
study
found
that
1,5‐dihydro‐2
scaffolds
can
be
used
many
ways.
Thus,
these
been
subject
of
lot
years,
but
preparation
main
core
harder
because
structure.
covers
methods
over
past
15
years
synthesize
substituted
derivatives
through
variety
reaction
approaches
by
utilizing
hybrid
catalyzing
systems,
including
photocatalysis,
electrocatalysis,
alkaline
catalysts,
acid
organocatalysts,
ionic
liquid
nanocatalysts,
heterogeneous
or
homogeneous
transitional‐metal
catalysis
(including
Cu,
Pd,
Ni,
Ru,
Co,
Fe,
Si,
Pt,
Zn,
etc.),
well
mechanism.
review
will
encourage
researchers
exploit
catalytic
synthesis
target
compounds.
