Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 18, 2024
Abstract
The
synthesis
of
indolizine
derivatives
was
achieved
through
the
reaction
pyridinium
1,4‐zwitterionic
thiolates
with
a
diverse
array
2‐methyl‐2‐nitro‐3‐aryloxiranes.
Subsequent
investigations
unveiled
synthetic
route
to
indolizines
via
stepwise
[(5+1)−1]
pathway,
unstable
pyridothiazines
serving
as
transient
intermediates.
DFT
calculations
elucidated
that
this
transformation
entails
sequential
annulation,
deacylation,
desulfurization,
and
oxidation
steps.
Organic Letters,
Год журнала:
2024,
Номер
26(1), С. 62 - 67
Опубликована: Янв. 3, 2024
We
have
found
a
chameleonic
reactivity
of
imidoyl
sulfoxonium
ylides.
On
the
one
hand,
ylides
react
with
electron-deficient
reagents,
such
as
alkynyl
esters,
to
lead
formation
1,2-dihydro-pyridines.
The
methyl
group
attached
sulfur
atom
acts
methylene
donor.
other
pyridinium
1,4-zwitterionic
thiolates,
which
leads
functionalized
pyrroles.
Both
transformations
feature
mild
reaction
conditions
and
good
functional
tolerance.
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(3), С. 1753 - 1761
Опубликована: Янв. 22, 2024
A
novel
and
flexible
domino
reaction
of
aurones
with
pyridin-2-yl
active
methylene
compounds
promoted
by
I2/BF3
has
been
developed
to
afford
spirodihydroindolizines
indolizines
in
a
controllable
manner.
When
the
was
performed
1,2-dichloroethane
at
80
°C,
variety
were
obtained,
whereas
it
almost
exclusively
provided
series
when
mixed
solvent
N,N-dimethylformamide
relatively
higher
temperature
100
°C.
Being
metal-free,
excellent
product
selectivity,
high
atom
economy,
good
functional
group
tolerance,
feasibility
for
large-scale
synthesis
are
salient
features
methodology.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 10, 2025
A
novel
NIS-promoted
domino
reaction
of
alkylidene
oxindoles
with
2-(pyridin-2-yl)acetate
derivatives
has
been
established,
enabling
the
efficient
and
straightforward
synthesis
a
vast
variety
highly
functionalized
indolizines
via
sequential
spiroannulation
ring-opening
aromatization
processes.
The
protocol
features
mild
conditions,
broad
substrate
scope,
high
efficiency,
scalability,
applicability
for
preparation
CF3-containing
indolizines.
Furthermore,
functional
groups
in
indolizine
framework
provide
feasibility
follow-up
derivatization.
Based
on
mechanistic
studies,
plausible
radical
mechanism
is
proposed
to
elucidate
formation
Organic Letters,
Год журнала:
2023,
Номер
25(33), С. 6105 - 6109
Опубликована: Авг. 16, 2023
Pyridinium
1,4-zwitterionic
thiolates
are
usually
used
to
develop
ionic
annulation
reactions.
However,
radical
reactions
were
rare.
We
developed
a
photoredox
catalyzed
[3
+
2]-annulation
reaction
of
pyridinium
with
alkenes,
disclosed
the
new
reactivity
thiolate,
and
provided
synthetic
method
for
dihydrothiophene.
The Chemical Record,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 22, 2024
Abstract
Indolizines
and
imidazo[1,2‐
a
]pyridines
are
commonly
found
in
natural
products,
synthetic
drugs,
bioactive
molecules.
These
two
types
of
derivatives
possess
good
antibacterial,
antiparasitic,
anticancer
activities,
so
on.
The
functionalization
indolizines
has
always
been
hot
topic
organic
chemistry
research
made
significant
progress.
In
recent
years,
our
group
dedicated
to
developing
diverse
methods
for
the
preparation
such
important
compounds.
1)
We
have
developed
C−H
reactions
efficient
modification
parent
]pyridines.
2)
A
variety
cycloaddition
were
established
construction
indolizine
]pyridine
from
simple
raw
materials.
3)
intriguing
deconstruction‐functionalization
indolizines,
enabling
reorganization
heterocyclic
frameworks.
This
paper
outlines
group's
latest
advancements
constructing
structurally
derivatives.
hope
that
this
work
will
offer
valuable
insights
inspiration
ongoing
field
N‐heterocyclic
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 20, 2024
Comprehensive
Summary
Indolizine
is
a
nitrogen‐containing
heterocycle
with
strong
aromaticity,
possessing
delocalized
10π‐electron
system.
Based
on
the
indolizine
scaffolds,
numerous
molecules
biological
activity
and
organic
functional
materials
have
been
synthesized.
Since
2016,
over
110
papers
published
synthesis
of
but
reviews
synthesizing
scaffolds
incomplete
not
up‐to‐date.
Herein,
from
perspective
structure
combination
pyrrole
pyridine
ring,
we
focus
construction
through
diversity
starting
substrates,
including
derivatives
(N1‐substituted
pyridinium
salt
derivatives,
C2‐substituted
N1‐
C2‐free
substituted
derivatives),
unoriginal
ring
substrates.
Furthermore,
corresponding
reaction
mechanisms
synthetic
methodologies
are
also
elaborated.
Therefore,
this
review
only
paves
way
for
provides
insight
into
exploring
new
modes
constructing
heterocycles.
Key
Scientists
was
discovered
by
Angeli
in
1890
first
prepared
Scholtz
1912
α‐picoline
acetic
anhydride.
A
general
approach
developed
Chichibabin
1927,
that
practical
value
preparation
2‐alkyl‐
or
2‐arylindolizines.
The
closure
quaternary
halides.
At
begining
21st
century,
Basavaiah
introduced
dimension
Baylis‐Hillman
chemistry
leading
to
novel
facile
convenient
methodology
one‐pot
operation.
In
2010,
Barluenga
reported
Cu(I)‐catalyzed
regioselective
[3+2]
cyclization
unsubstituted
pyridines
toward
alkenyldiazoacetates
functionalized
successful
example
metal‐catalyzed
π‐deficient
heterocyclic
system
alkenyldiazo
compounds.
2019
2022,
Xi
Liu
exploited
methods
non‐pyridine
as
synthesize
indolizines,
respectively.
Guo
an
environmentally
benign
electrooxidative
formyl‐
acyl‐substituted
indolizines.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 28, 2024
A
novel
iridium-catalyzed
[3
+
2]
annulation
of
naphthylamines
and
α-diazocarbonyl
compounds
was
developed
for
the
rapid
assembly
densely
functionalized
indoles.
This
new
catalytic
process
represents
first
example
a
cascade
intramolecular
nucleophilic
cyclization
by
N-H
insertion
amines.
Various
could
be
obtained
in
high
yields
with
excellent
functional
group
tolerance.
The
reaction
affords
valuable
indole
derivatives,
enabling
expedient
access
to
heterocyclic
analogues
not
easily
accessible
other
methods.
