Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(4), P. 970 - 981
Published: Nov. 13, 2023
Abstract
Dicyanoalkenes
are
versatile
reagents
in
organic
synthesis
and
they
have
been
extensively
used
a
wide
variety
of
transformations.
However,
their
reactivity
towards
fluorinated
imines
remained
almost
unnoticed.
The
divergent
conjugated
sulfinyl
with
dicyanoalkenes
is
described
herein.
On
the
one
hand,
when
tert
‐butyl
were
employed,
cycloaromatization
cascade
process
took
place
preferentially,
rendering
valuable
trifluoromethyl
arenes.
other
reaction
p
‐tolyl
mainly
led
to
complex
tetracyclic
skeleton,
involving
an
azetidinimine
rearrangement
intermediate.
Finally,
1‐indanone‐derived
aromatization
was
interrupted,
new
family
diene
derivatives.
Theoretical
calculations
performed
order
shed
light
on
mechanistic
outcome
this
transformation.
European Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 2, 2025
Abstract
This
review
collects
the
recent
developments
in
synthesis
of
chiral
heterocycles
through
enantioselective
silver‐catalyzed
transformations
published
since
2018.
It
demonstrates
power
silver
catalysts
as
special
mild
Lewis
acids
to
provide
an
impressive
diversity
reaction
pathways,
such
1,3‐dipolar
cycloadditions,
various
types
cyclizations,
along
with
a
wide
variety
more
complex
domino/tandem
reactions,
allowing
many
novel
heterocyclic
products
be
achieved
high
enantioselectivities.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: April 23, 2024
Catalytic
cascade
transformations
of
simple
starting
materials
into
highly
functionalized
molecules
bearing
a
stereochemically
defined
multisubstituted
alkene,
which
are
important
in
medicinal
chemistry,
natural
product
synthesis,
and
material
science,
high
demand
for
organic
synthesis.
The
development
multiple
reaction
pathways
accurately
controlled
by
catalysts
derived
from
different
ligands
is
critical
goal
the
field
catalysis.
Here
we
report
cobalt-catalyzed
strategy
direct
coupling
inexpensive
1,3-enynes
with
two
acrylates
to
construct
diversity
1,3-dienes
containing
trisubstituted
or
tetrasubstituted
olefin.
Such
reactions
can
proceed
through
three
initiated
oxidative
cyclization
achieve
bond
formation
chemo-,
regio-
stereoselectivity
precisely
ligands,
providing
platform
tandem
carbon-carbon
bond-forming
reactions.
Chemical Science,
Journal Year:
2023,
Volume and Issue:
14(11), P. 3010 - 3017
Published: Jan. 1, 2023
Catalytic
enantioselective
domino
alkenylation-heteroarylation
of
nonconjugated
iododienes
proceeded
with
excellent
stereoselectivity
and
broad
scope
substrates.
The
reaction
enables
stereoselective
syntheses
substituted
azacycles
such
as
piperidine,
pyrrolidine
azepine
dihydropyrans
carrying
new
quaternary
stereocenters.
Mechanistically,
C-H
bonds
heterocycles
were
activated
by
lithium
alkoxides
via
reversible
deprotonation,
rather
than
conventional
palladium(ii)-assisted
metalation
processes.
Many
types
heteroarenes
can
be
used,
including
not
only
azoles
(such
thiazoles,
oxazoles,
imidazoles
oxadiazoles),
but
also
nonazoles
(thiophene,
furan
azine
N-oxides).
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(76), P. 11298 - 11319
Published: Jan. 1, 2023
The
enantioselective
catalytic
cascade
involving
Tsuji-Trost
allylation
has
provided
a
viable
strategy
for
the
construction
of
multiple
asymmetric
C-C
and
C-X
centres
numerous
methods
have
been
developed
around
it
synthesis
various
vital
scaffolds.
synthetic
utility
this
was
enhanced
by
replacing
customary
allyl
acetates
with
ethylene
diacetates/dicarbonates,
vinyl
epoxides,
oxetanes,
carbonates,
cyclopropanes,
enynes,
dienes
using
transition-metal
catalysis.
One
more
milestone
achieved
when
metallaphotocatalysis
necessary
platform
these
cascades
cheaper
metal.
This
review
will
provide
summary
from
2015.
Current Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
28(10), P. 757 - 776
Published: April 17, 2024
Abstract:
The
Nazarov
reaction
involves
the
cyclization
of
divinyl
ketones
into
cyclopentenones
under
influence
strong
acids.
prevalence
five-membered
carbocycles
in
a
multitude
natural
and
bioactive
products
has
triggered
an
intense
development
efficient
methods
for
their
construction.
In
particular,
asymmetric
versions
are
achieved
by
using
either
chiral
auxiliary
or
catalyst,
which
can
be
organocatalyst,
metal
multicatalytic
system.
This
review
aims
to
update
field
reactions
published
since
2017.
It
is
divided
four
sections,
dealing
successively
with
auxiliaries,
organocatalytic
enantioselective
reactions,
metal/boron-catalyzed
reactions.
Each
section
subdivided
simple
Nazarov-based
domino/tandem
have
allowed
numerous
more
complex
functionalized
molecules
synthesized
one-pot
procedures.