The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(6), P. 3656 - 3661
Published: Feb. 19, 2019
A
new
method
for
direct
synthesis
of
β-ketoenamines
was
developed
by
a
BF3·OEt2-catalyzed
cyclization
1-iodoalkyne
and
α-keto
acid
followed
an
amine-mediated
ring-opening
in
one
pot.
Its
metal-free
conditions
allowed
the
easy
those
products
bearing
transition
metal-sensitive
functional
groups.
three-component
process
achieved
wide
range
functionalized
products.
Green Chemistry,
Journal Year:
2019,
Volume and Issue:
21(12), P. 3436 - 3441
Published: Jan. 1, 2019
With
a
low
loading
of
Rose
Bengal
(1
mol%)
and
green
LED
irradiation,
α-ketoesters
are
efficiently
synthesized
with
excellent
product
diversity
selectivityviathe
ambient
cleavage
the
enaminone
CC
double
bond.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(12), P. 2404 - 2408
Published: March 18, 2022
A
practical
method
for
the
synthesis
of
2,2-difluorinated
2,3-dihydrofurans
has
been
established
via
[4
+
1]
annulation
enaminones
and
BrCF2CO2Et
with
Na2CO3
promotion.
This
new
protocol
does
not
employ
any
transition
metal
reagent
enables
annulative
difluoromethylation
by
partial
cleavage
C═C
double
bond.
In
addition,
further
treatment
hydrochloric
acid
in
one
pot
leads
to
β-keto
enoic
acids
(4-oxo-2-butenoic
acids)
a
formal
enaminone
C-N
carboxylation.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(7), P. 1853 - 1856
Published: March 19, 2018
A
novel
approach
to
trisubstituted
oxazoles
has
been
developed
that
is
based
upon
an
iodine-mediated
aerobic
oxidative
cyclization
of
enaminone
derivatives.
This
transition-metal-free
procedure
was
highly
efficient
and
involved
the
removal
four
hydrogen
atoms
under
mild
conditions.
European Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
2019(31-32), P. 5120 - 5132
Published: July 8, 2019
This
minireview
presents
the
synthesis
and
applications
of
enaminones,
enaminoesters,
related
compounds.
A
metal‐free
pyridines
fused
pyridines,
pyridyl‐substituted
amino
acids,
hydroxy
polyols
which
is
enabled
by
ring
switching
methodology
described,
as
well
a
simple
aryl‐substituted
polysubstituted
from
butadiene.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(21), P. 8603 - 8606
Published: Oct. 15, 2019
We
report
a
highly
efficient
copper-catalyzed
three-component
reaction
of
alkylamines,
acetylenedicarboxylates,
and
α-bromocarbonyls
for
the
assembly
fully
substituted
1,3-dihydro-2H-pyrrol-2-ones.
A
variety
alkylamines
ammonium
salt
are
functionalized
with
acetylenedicarboxylates
α-bromocarbonyls.
N-aryl
enaminoesters
also
successfully
alkylated
This
protocol
is
understood
to
proceed
through
radical
Heck-type
coupling
in-situ-generated
bulky
trisubstituted
alkenes
tertiary
alkyl
bromides,
which
realized
first
time.
Chemical Communications,
Journal Year:
2019,
Volume and Issue:
55(22), P. 3270 - 3273
Published: Jan. 1, 2019
A
simple
and
modular
one-step
synthesis
of
diversely
substituted
pyridines
from
readily
available
α,β-unsaturated
carbonyl
compounds
propargylic
amines
has
been
developed.
The
present
protocol
a
broad
substrate
scope
allows
access
to
multi-substituted
with
select
control
the
substitution
pattern
under
mild
metal-free
conditions.
reaction
involves
imine
formation
followed
by
concomitant
cyclization
through
an
allenyl
intermediate
afford
in
excellent
yields,
water
as
sole
by-product.
This
strategy
is
also
suitable
for
functionalization
natural
products
or
other
advanced
intermediates
having
functionality.
utility
was
showcased
monoterpene
alkaloid,
(-)-actinidine,
ant-associated
iridoid.
European Journal of Organic Chemistry,
Journal Year:
2017,
Volume and Issue:
2017(47), P. 7167 - 7178
Published: Oct. 31, 2017
An
efficient
and
general
method
for
the
synthesis
of
1,4‐oxazepines
is
described.
When
reacted
with
ZnCl
2
in
DCM
at
40
°C
or
CHCl
3
61
°C,
N
‐propargylic
β‐enaminones
undergo
7‐
exo
‐dig
cyclization
to
afford
2‐methylene‐2,3‐dihydro‐1,4‐oxazepines
good
high
yields.
This
has
been
found
be
a
diverse
range
β‐enaminones,
proceeds
efficiency
broad
functional
group
tolerance.
The
reactions
refluxing
produced
comparatively
short
reaction
times
better
yields
that
those
obtained
DCM.
operationally
easy
may
provide
rapid
access
library
functionalized
1,4‐oxazepine
derivatives
pharmacological
interest.
ACS Catalysis,
Journal Year:
2018,
Volume and Issue:
8(9), P. 8781 - 8787
Published: Aug. 7, 2018
A
sustainable
MAO-N
biocatalyzed
process
for
the
synthesis
of
pyridines
from
aliphatic
tetrahydropyridines
(THP)
has
been
developed.
Pyridine
compounds
were
synthesized
under
mild
reaction
conditions
and
with
high
conversion,
exploiting
whole
cells
as
aromatizing
biocatalysts.
The
kinetic
profile
cell
biocatalytic
transformation
was
finally
investigated
via
in
situ
19F
NMR.
The Journal of Organic Chemistry,
Journal Year:
2018,
Volume and Issue:
83(15), P. 8376 - 8389
Published: June 24, 2018
An
efficient,
general,
and
unprecedented
methodology
for
the
synthesis
of
2-methylene-2,3-dihydro-1,4-thiazepines
from
N-propargylic
β-enaminones
is
described.
Initially,
were
thionated
with
Lawesson's
reagent
in
good
to
high
yields,
then
resulting
β-enaminothiones
subjected
electrophilic
cyclization.
When
treated
zinc
chloride
refluxing
chloroform,
underwent
cyclization
yield
yields.
A
general
trend
was
observed
all
β-enaminothiones,
proceeded
efficiency
large
functional
group
tolerance.
This
process
also
applicable
internal
alkyne-tethered
β-enaminothiones.
operationally
simple
facile
method
may
represent
a
very
rapid
entry
library
functionalized
1,4-thiazepines
area
pharmaceuticals.
