ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(21)
Published: May 30, 2025
Abstract
Pyrans
are
a
class
of
six‐membered
heterocyclic
rings
containing
five
carbon
atoms
and
one
oxygen
atom.
They
non‐aromatic
in
nature,
bearing
two
double
bonds
the
ring.
The
bond
position
distinguishes
pyran
isomers,
namely,
2
H
‐pyran
4
‐pyran.
When
saturated
sp
3
is
located
next
to
an
atom,
it
known
as
‐pyran,
when
at
4‐position
with
respect
In
1962,
by
thermal
breakdown
2‐acetoxy‐3,4‐dihydro‐2
‐pyrans
were
produced
for
first
time,
their
characteristics
explored.
Numerous
synthetic
methods
have
been
disclosed
over
time
owing
broad
applications
diverse
fields,
mainly
drug
design,
pharmaceuticals,
material
science.
this
review,
we
highlight
recent
advancements
toward
substituted
4‐pyranone,
2‐pyranones,
focusing
on
reports
published
from
2019
till
date,
which
play
important
roles
both
organic
synthesis
types
functional
molecules.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 8619 - 8627
Published: May 31, 2023
By
using
readily
available
enaminones,
aryl
hydrazine
hydrochlorides,
and
alkynes
as
starting
materials,
the
chemo-selective
three-component
synthesis
of
atropisomeric
N-(o-alkenylaryl)
pyrazoles
has
been
efficiently
accessed
with
rhodium
catalysis.
Unlike
Satoh-Miura
reaction
leading
to
alkyne-based
C-H
benzannulation
by
prior
prepared
N-phenyl
substrates,
this
protocol
displays
unprecedented
selectivity
alkenylation
blocking
second
round
metal
key
protonation
step
in
presence
acids.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(22), P. 5660 - 5666
Published: Jan. 1, 2023
Highly
functionalized
3a,7a-dihydroxy
hexahydro-4
H
-indol-4-ones
were
efficiently
synthesized
via
a
Ru(
iii
)-catalyzed
alkenyl
C(sp
2
)–H
bond
functionalization/[3
+
2]
annulation
reaction
between
readily
available
enaminones
and
iodonium
ylides.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(45), P. 6885 - 6888
Published: Jan. 1, 2023
The
annulation
reactions
of
enaminones
with
quinonediimides/quinoneimides
for
the
selective
synthesis
indoles
and
2-aminobenzofurans
have
been
realized.
With
Zn(II)
catalysis,
quinonediimides
reacted
to
give
via
HNMe2-elimination-based
aromatization.
Fe(III)
quinoneimides
provided
a
key
dehydrogenative
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(97), P. 13483 - 13486
Published: Jan. 1, 2022
A
straightforward
approach
to
synthesise
isocoumarins
via
Rh(III)-catalyzed
C-H/C-C
bond
activation/annulation
cascade
of
enaminones
and
iodonium
ylides
has
been
explored.
The
established
protocol
is
characterized
by
an
exceedingly
simple
reaction
system,
high
regioselectivity
good
functional
group
tolerance.
Moreover,
this
strategy
may
provide
a
new
route
cleavage
the
C(sp2)-C(O)
unstrained
ketones.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(42), P. 6383 - 6386
Published: Jan. 1, 2023
The
tunable
reactions
of
enaminones
with
phosphine
oxides/phosphonates
in
the
form
vicinal-
and
geminal
diphosphorylation,
C–N
bond
phosphorylation
have
been
developed,
providing
new
methods
for
synthesis
divergent
phosphorylated
molecules.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(8), P. 1217 - 1223
Published: March 25, 2023
Abstract
An
oxidative
[3+2+1]
cyclization
of
enaminones
and
N
‐alkenyl‐2‐pyrrolidinone
is
described
for
the
synthesis
4‐alkylated
1,4‐dihydropyridines
(1,4‐DHPs).
By
using
terminal
olefin
as
C4
source
1,4‐DHP
skeleton,
this
synthetic
strategy
provides
a
series
1,4‐DHPs
through
1,1‐difunctionalization/cyclization
process.
In
protocol,
two
C(
sp
3
)−C(
2
)
bonds
)−N
bond
are
simultaneously
formed,
hydrogen
on
newly
formed
methyl
group
skeleton
confirmed
possible
mechanism
proposed.
magnified
image
β-Enaminone
transformation
strategies
are
widely
employed
in
the
synthesis
of
numerous
biologically
active
drugs
and
natural
products,
highlighting
their
significance
medicinal
chemistry.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(4), P. 1945 - 1962
Published: Jan. 27, 2023
Transition
metal
catalysis
has
revolutionized
modern
synthetic
chemistry
for
its
diverse
modes
of
coordination
reactivity.
However,
this
versatility
in
reactivity
is
also
the
predominant
cause
catalyst
deactivation,
a
persisting
issue
that
can
significantly
compromise
value.
Homeostatic
catalysis,
catalytic
process
sustain
productive
cycle
even
when
chemically
disturbed,
proposed
herein
as
an
effective
tactic
to
address
challenge.
In
particular,
cobalt
homeostatic
been
developed
water-tolerant
coupling
enaminones
and
oxadiazolones
quinazolinones.
Dynamic
covalent
bonding
serves
mechanistic
handle
preferred
buffering
water
onto
enaminone
reverse
exchange
by
released
secondary
amine,
thus
securing
reversible
entry
into
cobalt's
dormant
active
states
catalysis.
Through
mode,
broad
structural
scope
achieved
quinazolinones,
enabling
further
elaboration
distinct
pharmaceutically
agents.
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(6), P. 2096 - 2096
Published: Jan. 1, 2023
The
enamination
of
Cyrene
in
the
ketone
α-site
leading
to
enamino
(EC)
has
been
developed.The
practical
preparation
EC
as
a
platform
synthon
opens
broad
space
chemical
transformation
for
biomass
feedstock
synthesis
diverse
value-added
chemicals.In
present
work,
many
different
chiral
organic
derivatives,
including
NH-/N,N-disubstituted
ECs,
cyanoalkenyl-and
vinyl
phosphine
oxide-elaborated
Cyrene,
fused
furan,
and
2,2-difluorodihydrofuran
realized.
