European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(24)
Published: April 22, 2024
Abstract
The
electrophilic
activation
of
2
H
‐azirines
with
triflic
anhydride
(Tf
O)
for
an
addition/cyclization
reaction
producing
2‐aryl‐pyrido[2,3‐
b
]pyrazines
regioselectively
is
described.
This
proceeds
via
nucleophilic
addition
3‐amino‐2‐fluoropyridines
onto
1‐trifloyl‐aziridin‐2‐yl
triflates
and
subsequent
cyclization
S
N
Ar.
Desulfonylation
oxidation
provides
a
single
regioisomer
the
aza‐bicyclic
heterocycle
after
treatment
Et
3
N.
Optimization
conditions
lead
to
range
in
isolated
yields
20
%
60
%.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(3), P. 1753 - 1761
Published: Jan. 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.
Mini-Reviews in Medicinal Chemistry,
Journal Year:
2023,
Volume and Issue:
24(8), P. 793 - 843
Published: Sept. 14, 2023
Heterocyclic
derivatives
serve
as
the
fundamental
components
of
both
natural
and
synthetic
drugs.
Enaminones
play
a
crucial
role
foundational
units
in
synthesis
numerous
bioactive
heterocyclic
compounds,
including
pyrazoles,
pyridines,
oxazoles,
isoxazoles,
well
fused
structures
like
indoles,
carbazoles,
quinolines,
acridines,
phenanthridines.
These
diverse
rings
are
well-known
for
their
various
therapeutic
activities,
encompassing
anticancer,
anti-inflammatory,
antimicrobial,
antidepressant,
antiviral
properties.
By
reacting
with
nitrogenbased
nucleophiles,
enaminones
can
generate
azoles,
azines,
systems.
This
study
focuses
on
recent
advancements
enaminone
reactions
(a)
nitrogen-based
such
aliphatic
amines,
aniline,
hydroxylamine,
hydrazine
derivatives,
guanidine
urea,
thiourea
(b)
electrophiles,
diazonium
salts.
have
led
to
wide
range
compounds
from
2010
end
2022.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(19), P. 3271 - 3276
Published: Aug. 17, 2023
Abstract
This
article
describes
an
effective
and
atom‐economical
protocol
to
access
a
wide
range
of
synthetically
important
functionalized
indolizine
derivatives.
transformation
basically
takes
place
through
Cu(II)
catalyzed
formal
[3+2]
annulation
2‐pyridinyl
substituted
p
‐quinone
methides
with
enaminones.
method
displayed
good
functional
group
tolerance
and,
was
found
be
for
most
the
enaminones
‐QMs,
corresponding
indolizines
were
obtained
in
moderate
yields.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 3, 2025
A
novel
and
efficient
method
for
the
synthesis
of
multisubstituted
arylnitriles
via
Tf2O-mediated
[3
+
2
1]
benzannulation
enaminones
acylacetonitriles
has
been
developed.
This
reaction
proceeds
under
mild
conditions
with
excellent
functional
group
compatibility.
Mechanistic
studies
have
revealed
that
cyclization
involves
two
consecutive
nucleophilic
additions,
followed
by
a
cascade
Knoevenagel
condensation
aromatization.
Additionally,
trifluoromethanesulfonate
6
identified
as
crucial
intermediate
in
this
process.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 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
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3049 - 3057
Published: Feb. 9, 2024
Peroxygenated
compounds
have
wide
applications
in
various
fields,
including
chemistry,
pharmaceutical
medicine,
and
materials
science.
However,
there
is
still
a
need
for
more
efficient
environmentally
friendly
synthesis
methods
such
compounds.
Herein,
we
investigated
the
two-step,
one-pot,
regioselective
of
α/β-aromatic
peroxy
thiols.
We
explored
substrates
solvents
reaction
identified
optimal
conditions.
successfully
obtained
several
thiols
moderate
to
good
yields
via
selective
generation
effective
intermediates
iodoalkyl
peroxides
at
room
temperature
without
metal
catalysts.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(9), P. 2061 - 2061
Published: April 29, 2024
Herein,
we
have
developed
a
new
approach
for
the
synthesis
of
indolizine
via
Cu-catalyzed
reaction
pyridine,
acetophenone,
and
nitroolefin
under
mild
conditions
in
high
yields.
This
involved
formation
C–N
C–C
bonds
compounds
with
stereoselectivity
excellent
functional
group
tolerance.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(15), P. 4168 - 4175
Published: Jan. 1, 2024
Computational
analysis
reveals
a
boryl-radical-enabled
cross-coupling
pathway
for
synthesizing
indolizines,
emphasizing
the
role
of
H-shuttles
in
facilitating
reactions.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(20), P. 14676 - 14687
Published: Oct. 3, 2023
A
highly
efficient
chiral
phosphoric
acid-catalyzed
enantioselective
Friedel-Crafts
addition
of
indolizine
to
cyclic
N-sulfonyl
imine
has
been
established.
The
newly
developed
protocol,
which
probably
proceeds
via
a
monoactivation
reaction
pathway,
allows
the
access
enantioenriched
sulfonamide
functionalized
indolizines
with
excellent
yields
(up
99%)
and
enantioselectivities
99%).
Moreover,
synthetic
utility
this
protocol
explored
some
chemical
transformations.
