The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(13), P. 8562 - 8575
Published: June 14, 2022
A
novel
protocol
has
been
developed
for
the
preparation
of
highly
functionalized
2-azabicyclo[3.3.1]nonane
(morphan)
derivatives
by
interesting
three-component
cascade
reaction
3-formylchromones,
2-naphthol,
and
heterocyclic
ketal
aminals
(HKAs)
in
ionic
liquid
[BMIM]PF6
promoted
organic
base
Et3N.
complex
is
required,
which
includes
a
1,2-addition,
two
Michael
reactions,
tautomerizations,
an
N-alkylation
accompanied
ring-opening
involving
cleavage
one
C-O
bond
formation
four
bonds
(one
C-N
bond,
C-C
bonds).
As
result,
morphans
(5
6)
bearing
naphthalene-structured
skeletons
were
prepared
simple
heating
mixture
2-naphthols,
HKAs
environmentally
friendly
[BMIM]PF6.
This
can
be
used
synthesis
various
suitable
combinatorial
parallel
syntheses
natural-like
morphan
derivatives.
approach
several
advantages
such
as
use
solvent,
practical
operation
(multicomponent
one-pot
reaction),
satisfactory
yields
(65-88%).
Russian Chemical Reviews,
Journal Year:
2023,
Volume and Issue:
92(4), P. RCR5077 - RCR5077
Published: April 1, 2023
To
date,
nitro-containing
compounds
form
one
of
the
most
important
classes
organic
compounds.
The
chemistry
these
molecules
attracts
attention
primarily
due
to
their
use
as
high-energy
reagents
and
drugs.
Also,
introduction
a
nitro
group
is
popular
synthetic
strategy
for
constructing
new
molecules.
present
review
summarizes
latest
research
findings
bearing
on
two-carbon
moiety
such
aminonitroethylenes,
α,α-bis(alkylsulfanyl)nitroalkenes
amino
derivatives,
α-nitroketones,
alkyl
nitroacetates
nitroacetonitrile.
literature
data
are
systematized
according
type
chemical
reactions
between
nucleophiles
electrophiles,
various
cyclization
reactions,
at
C–H
bond,
<i>etc</i>.
reactivities
said
conditions
transformations
compared
assess
prospects
application.<br>
bibliography
includes
314
references.
ChemistrySelect,
Journal Year:
2020,
Volume and Issue:
5(26), P. 7822 - 7825
Published: July 9, 2020
Abstract
The
reactions
of
enaminones
with
methyl
sulfonyl
azide
providing
α‐diazoketones
have
been
realized
in
pure
water
by
means
microwave
irradiation.
Besides
the
green
medium
and
energy
source,
benefit
additional
advantages
sustainability
from
totally
catalyst‐
additive‐free
conditions.
More
significantly,
synthesis
remarks
first
successful
application
featured
tandem
[3+2]
cycloaddition
subsequent
ring
decomposition
situ
generated
1,2,3‐triazoline
intermediate
α‐diazoketones.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(23), P. 16396 - 16408
Published: Nov. 16, 2021
A
one-pot
method
for
the
selective
synthesis
of
two
isomers
4H-chromene
and
2,8-dioxabicyclo[3.3.1]nonane
derivatives
was
developed
without
a
catalyst
using
EtOH/H2O
(4:1,
v/v)
as
solvent.
The
reaction
conducted
under
mild
conditions,
with
forming
multiple
chemical
bonds
in
one
pot
high
atom
economy,
only
stoichiometric
amount
H2O
is
produced
byproduct.
Its
selectivity
controlled
by
thermodynamics
kinetics,
reasons
transformation
structures
are
also
discussed.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 6682 - 6690
Published: May 15, 2023
A
novel
three-component
reaction
has
been
established
that
allows
a
flexible
and
practical
approach
to
pyrazolo[3,4-b]pyrrolo[3,4-d]pyridine
derivatives
from
phenylglyoxal,
β-ketoamide,
5-aminopyrazole
with
acetic
acid
as
the
solvent.
Various
dihydropyrazolo[3,4-b]pyrrolo[3,4-d]pyridin-6(3H)-one
were
isolated
in
moderate
good
yields
broad
functional
group
tolerance.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(15), P. 10508 - 10524
Published: July 17, 2023
A
chemoselective
strategy
toward
a
variety
of
fused
heterocyclic
scaffolds
relying
on
three-component
condensation
ketene
aminals
(HKAs)
or
corresponding
thioaminals
with
aryl
glyoxals
and
cyclic
1,3-dicarbonyl
compounds
has
been
developed
explored.
Depending
the
applied
combination
substrates,
can
be
tuned
to
provide
straightforward
access
imidazo[1,2-a]quinoline,
pyrrolo[1,2-a]imidazole,
pyrrolo[2,1-b]thiazole
frameworks.
ChemistrySelect,
Journal Year:
2021,
Volume and Issue:
6(48), P. 13740 - 13772
Published: Dec. 22, 2021
Abstract
Pyrroles
are
an
interesting
class
of
heterocyclic
compounds
due
to
their
widespread
use
both
in
medical
chemistry
and
the
new
materials.
Search
development
effective
methods
for
synthesis
pyrrole
ring
is
urgent
task.
Along
with
this,
systematization
already
known
equally
important
Herein,
we
focused
on
results
NH‐pyrroles
that
have
been
obtained
since
2015.
