ChemistrySelect,
Journal Year:
2023,
Volume and Issue:
8(32)
Published: Aug. 23, 2023
Abstract
Cyclopropanols,
due
to
their
particular
chemistry,
can
participate
in
various
synthetic
reactions
with
retention
or
cleavage
of
the
strained
three‐membered
ring.
Direct
cross‐coupling
ring‐opening
reaction
such
molecules
access
organic
compounds,
as
ketones
has
great
importance
medicinal
chemistry
and
material
sciences.
Hence,
coupling
reaction/cyclization
cyclopropanols
for
constructing
new
valuable
presence
a
transition
metal
catalyst
under
metal‐free
conditions
is
described
this
context.
The
features
are
discussed,
mechanisms
challenging
highlighted.
New Journal of Chemistry,
Journal Year:
2021,
Volume and Issue:
45(30), P. 13214 - 13246
Published: Jan. 1, 2021
Quinoxalines
are
a
class
of
N-heterocycles
which
present
in
variety
natural
and
synthetic
compounds.
They
act
as
versatile
building
block
synthesizing
novel
heterocyclic
scaffolds
important
intermediates
many
bioactive
have
achieved
immense
significance
organic
well
medicinal
chemistry.
Several
approaches
been
developed
to
afford
quinoxaline
derivatives.
In
this
review,
we
summarized
the
recent
progress
transition
metal-catalyzed
synthesis
quinoxalines.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(12), P. 4775 - 4781
Published: March 16, 2021
We
report
herein
an
enantioselective
conjugate
addition
reaction
of
a
zinc
homoenolate,
catalytically
generated
via
ring
opening
cyclopropanol,
to
α,β-unsaturated
ketone.
The
is
promoted
by
aminoalkoxide
catalyst
from
Et2Zn
and
chiral
β-amino
alcohol
afford
1,6-diketones,
which
undergo,
upon
heating,
intramolecular
aldol
condensation
furnish
highly
substituted
cyclopentene
derivatives
with
good
high
enantioselectivities.
has
proved
applicable
various
1-substituted
cyclopropanols
as
well
chalcones
related
enones.
amino
enable
ligand-accelerated
catalysis
the
homoenolate
generation
its
addition.
Positive
nonlinear
effects
lower
reactivity
racemic
have
been
observed,
can
be
attributed
stable
inactive
heterochiral
dimer.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(14), P. 2699 - 2704
Published: April 7, 2022
Herein,
we
reported
a
Ni-catalyzed
carbonylation
of
cyclopropanol
with
benzyl
bromide
to
afford
multisubstituted
cyclopentenone
under
1
atm
CO.
The
reaction
proceeds
through
cascade
bromides,
followed
by
generation
nickel
homoenolate
from
cyclopropanols
via
β-C
elimination
1,4-diketones,
which
undergoes
intramolecular
Aldol
condensation
furnish
highly
substituted
derivatives
in
moderate
good
yields.
exhibits
high
functional
group
tolerance
broad
substrate
scope.
Frontiers in Chemistry,
Journal Year:
2023,
Volume and Issue:
11
Published: March 16, 2023
Quinazolines
are
a
class
of
nitrogen-containing
heterocyclic
compounds
with
broad-spectrum
pharmacological
activities.
Transition-metal-catalyzed
reactions
have
emerged
as
reliable
and
indispensable
tools
for
the
synthesis
pharmaceuticals.
These
provide
new
entries
into
pharmaceutical
ingredients
continuously
increasing
complexity,
catalysis
these
metals
has
streamlined
several
marketed
drugs.
The
last
few
decades
witnessed
tremendous
outburst
transition-metal-catalyzed
construction
quinazoline
scaffolds.
In
this
review,
progress
achieved
in
quinazolines
under
transition
metal-catalyzed
conditions
summarized
reports
from
2010
to
date
covered.
This
is
presented
along
mechanistic
insights
each
representative
methodology.
advantages,
limitations,
future
perspectives
through
such
also
discussed.
Organic & Biomolecular Chemistry,
Journal Year:
2019,
Volume and Issue:
18(2), P. 191 - 204
Published: Nov. 19, 2019
This
review
introduces
and
discusses
the
advances
in
construction
of
cyclopropanols;
improved
synthetic
methods
are
included,
as
well
highly
stereoselective
production
cyclopropanols.
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(7), P. 2854 - 2860
Published: March 25, 2020
A
rhodium-catalyzed
room
temperature
C-C
activation
of
cyclopropanol
has
been
demonstrated
for
the
single-step
synthesis
a
range
electronically
and
sterically
distinct
1,6-diketones.
This
reaction
proceeds
efficiently
in
shorter
time
following
highly
atom-economical
pathway.
To
illustrate
synthetic
potential
1,6-diketones,
aldol
macrocyclization
reactions
have
successfully
demonstrated.
Preliminary
mechanistic
studies
revealed
involvement
nonradical
pathways.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(50), P. 26351 - 26356
Published: Oct. 8, 2021
By
using
copper(I)
homoenolates
as
nucleophiles,
which
are
generated
through
the
ring-opening
of
1-substituted
cyclopropane-1-ols,
a
catalytic
asymmetric
allylic
substitution
with
allyl
phosphates
is
achieved
in
high
to
excellent
yields
enantioselectivity.
Both
cyclopropane-1-ols
and
enjoy
broad
substrate
scopes.
Remarkably,
various
functional
groups,
such
ether,
ester,
tosylate,
imide,
alcohol,
nitro,
carbamate
well
tolerated.
Moreover,
present
method
nicely
extended
construction
quaternary
carbon
centers.
Some
control
experiments
argue
against
radical-based
reaction
mechanism
cycle
based
on
two-electron
process
proposed.
Finally,
synthetic
utilities
product
showcased
by
means
transformations
terminal
olefin
group
ketone
group.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(9), P. 2692 - 2700
Published: Jan. 1, 2022
Palladium-catalyzed
tandem
activation
and
functionalization
of
readily
accessible
cyclopropanols
have
been
demonstrated
to
access
valuable
conjugated
enynes
from
1,3-diynes
with
high
stereo-selectivity.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(19), P. 4941 - 4971
Published: Jan. 1, 2023
A
summary
of
the
various
ring
opening
reactions
strained
and
unstrained
cycloalkanols
is
elaborated
in
present
review.
Key
emphasis
on
reactivities
pertaining
to
cyclopropanols,
cyclobutanols
higher
analogues
provided.
