Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
12(1)
Published: Nov. 26, 2022
Abstract
In
multicomponent
reactions,
three
or
more
reactants
combine
in
one
pot
to
form
a
product
without
the
isolation
of
intermediate
and
most
contribute
newly
formed
reducing
number
steps
involved
waste
generated.
Molecular
iodine
is
mild,
efficient,
relatively
nontoxic,
inexpensive,
commercially
available,
catalyzes
various
organic
reactions
due
its
Lewis
acidic
behaviour.
The
development
catalyzed
by
molecular
indeed
good
green
alternative
for
synthetic
chemistry.
aim
this
article
review
all
important
reported
since
2013
order
envisage
some
new
efficient
protocols
synthesis
structurally
complex
molecules.
Chemical Reviews,
Journal Year:
2022,
Volume and Issue:
122(24), P. 17479 - 17646
Published: Oct. 14, 2022
Alkenes
and
their
derivatives
are
featured
widely
in
a
variety
of
natural
products,
pharmaceuticals,
advanced
materials.
Significant
efforts
have
been
made
toward
the
development
new
practical
methods
to
access
this
important
class
compounds
by
selectively
activating
alkenyl
C(sp2)–H
bonds
recent
years.
In
comprehensive
review,
we
describe
state-of-the-art
strategies
for
direct
functionalization
sp2
C–H
C–F
until
June
2022.
Moreover,
metal-free,
photoredox,
electrochemical
also
covered.
For
clarity,
review
has
divided
into
two
parts;
first
part
focuses
on
currently
available
using
different
alkene
as
starting
materials,
second
describes
bond
easily
accessible
gem-difluoroalkenes
material.
This
includes
scope,
limitations,
mechanistic
studies,
stereoselective
control
(using
directing
groups
well
metal-migration
strategies),
applications
complex
molecule
synthesis
where
appropriate.
Overall,
aims
document
considerable
advancements,
current
status,
emerging
work
critically
summarizing
contributions
researchers
working
fascinating
area
is
expected
stimulate
novel,
innovative,
broadly
applicable
functionalizations
coming
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(12), P. 2356 - 2369
Published: Jan. 1, 2022
Enaminones
and
analogous
stable
enamines
are
well
known
as
platform
building
blocks
in
organic
synthesis
for
the
construction
of
heterocyclic
compounds,
especially
N-heterocycles.
To
date,
enaminones
have
been
successfully
employed
various
5-
or
6-
membered
heterocycles.
Recently,
synthetic
protocols
accomplished
by
diversity-oriented
annulation
reactions
based
on
C-N
bond
cleavage
gained
notable
success.
In
this
review,
development
transition
metal-free
product
featuring
a
is
reviewed.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(32), P. 6062 - 6066
Published: Aug. 8, 2023
The
elaboration
of
step-economy
and
catalytic
approaches
for
accessing
diverse
fluorinated
heterocyclics
is
highly
desirable.
Described
herein
a
radical-polar
crossover
enabled
three-component
cyclization
to
polysubstituted
fluoropyrazoles
by
using
CF2Br2
as
novel
C1F1
synthon.
Mechanistic
experiments
revealed
that
the
in
situ
generation
reactive
intermediate
gem-difluorovinylimine
ion
key
this
transformation.
This
protocol
unlocks
reactivity
adds
significant
synthetic
values
fluorine
chemistry.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(3), P. 512 - 516
Published: Jan. 12, 2023
Switchable
multicomponent
reactions
have
been
attractive
tools
for
the
construction
of
compound
libraries
with
skeleton
diversity
and
complexity
by
slightly
changing
reaction
conditions.
Described
herein
is
a
regioselectivity-switchable
formal
[1
+
2
2]
cycloaddition
from
difluoroalkyl
compounds,
enaminones,
RNHNH2,
ultimately
using
1-methylindazol-3-amine
as
traceless
mediator
to
switch
inherent
regioselectivity
1,3,4-trisubstituted
pyrazole
formation
1,4,5-trisubstituted
pyrazoles.
Remarkable
features
this
work
include
mild
conditions,
simple
operation,
broad
scopes.
Green Chemistry,
Journal Year:
2022,
Volume and Issue:
24(13), P. 5058 - 5063
Published: Jan. 1, 2022
The
electrochemical
annulation
of
enaminones/analogous
enamines
and
thioureas
providing
2-aminothiazoles
has
been
realized.
Modulating
the
electrolyte
enables
diastereoselective
synthesis
4,5-dialkoxyl
thiazolines
by
dearomatization.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(16), P. 4416 - 4420
Published: Jan. 1, 2022
A
novel
iodine
promoted
[1
+
3
2]
cleavage
cyclization
reaction
for
the
synthesis
of
1
H
-pyrazolo[3,4-
b
]pyridines
from
aryl
methyl
ketones,
5-aminopyrazoles
and
enaminones
has
been
established.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7188 - 7198
Published: May 12, 2023
Rongalite
has
been
used
as
a
cheap
and
efficient
carbon
synthon
for
the
synthesis
of
divergent
N-heteroaromatics,
including
different
pyridines
quinolines.
The
selective
products
can
be
achieved
by
employing
enaminones
or
enaminones/anilines
reaction
partners.
In
addition,
compared
with
using
conventional
aldehyde
synthons,
rongalite
displays
an
evident
advantage
in
providing
considerably
higher
product
yields
under
milder
conditions.
GC-MS
analysis
process
performed
to
probe
possible
mechanism.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4833 - 4838
Published: March 22, 2023
A
facile
and
practical
method
for
the
synthesis
of
fused
tricyclic
pyrazolo[5,1-a]isoquinolines
has
been
realized
via
reactions
enaminones,
hydrazine
hydrochloride,
internal
alkynes.
By
means
Rh
catalysis,
extraordinary
high-order
bond
functionalization,
including
transformation
aryl
C–H,
ketone
C═O,
alkenyl
C–N
bonds
in
marks
major
feature
cascade
reactions.
The
results
disclose
individual
advantage
enaminones
design
novel
efficient
synthetic
methods.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(10), P. 6562 - 6572
Published: April 29, 2022
A
novel
and
efficient
three-component
reaction
with
two
C–N
bonds
one
C–F
bond
formation
has
been
reported,
which
provides
a
straightforward
route
to
variety
of
fluorinated
pyrimido[1,2-b]indazole
derivatives.
This
transformation
the
advantage
excellent
functional
group
compatibility,
including
aliphatic
aromatic
substituents
enaminones.
Moreover,
metal
additives
are
not
necessary
for
this
reaction,
is
great
significance
synthesis
application
heterocycles.