Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
136(1)
Published: Nov. 16, 2023
Abstract
The
concept
of
a
domino‐type
reaction
has
been
applied
in
wide
range
fields
such
as
synthetic
organic
chemistry,
material
engineering,
and
life
science.
To
extend
the
domino
to
redox
we
designed
synthesized
dimeric
quinodimethane
(QD)
with
nonplanar
dithiin
spacer.
domino‐redox
properties
can
be
activated
by
raising
temperature,
based
on
thermally
equilibrated
twisted
conformation
QD,
which
higher
HOMO
level
that
is
more
readily
oxidized.
After
one
QD
unit
oxidized
(trigger),
steric
repulsion
electronic
interaction
between
electrophores
make
neighboring
adopt
(domino
process),
facilitates
following
oxidation.
Thus,
was
achieved
for
first
time
change
due
drastic
molecular
conformation.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(5), P. 620 - 681
Published: Jan. 17, 2023
Abstract
This
review
updates
the
field
of
enantioselective
domino
reactions
promoted
by
chiral
catalysts
derived
from
noble
metals,
including
palladium,
silver,
rhodium,
ruthenium,
iridium
and
gold,
published
since
beginning
2019.
It
illustrates
how
much
a
diversity
these
allow
unprecedented
asymmetric
many
types
to
be
achieved
with
excellent
enantioselectivity,
giving
direct
access
wide
variety
complex
molecules.
magnified
image
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(7)
Published: Jan. 26, 2023
Abstract
Over
the
last
ten
years,
combination
of
organocatalysis
with
transition
metal
(TM)
catalysis
has
become
one
most
important
toolboxes
used
for
synthesizing
optically
pure
compounds
containing
chiral
quaternary
centers,
including
spiro
heterocyclic
molecules.
The
dominant
method
in
enantioselective
synthesis
based
on
synergistic
includes
aminocatalysis
and
NHC
catalysis,
as
already
established
covalent
organocatalytic
strategies.
Another
area
widely
combined
TM
producing
enantiomerically
enriched
is
non‐covalent
dominated
by
phosphoric
acids,
thiourea,
squaramide
derivatives.
This
review
article
aims
to
summarize
methods
constructing
spirocyclic
heterocycles
a
catalysis.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(6), P. 768 - 819
Published: Jan. 17, 2023
This
review
updates
the
field
of
enantioselective
domino
reactions
promoted
by
chiral
catalysts
derived
from
first
row
metals,
such
as
zinc,
iron,
copper,
scandium,
nickel,
cobalt,
titanium,
chromium
and
magnesium
special
case,
published
since
beginning
2019.
It
illustrates
how
much
a
diversity
these
allow
an
impressive
range
novel
highly
many
types
to
be
achieved,
providing
one-pot
access
very
complex
functionalized
molecules
simple
starting
materials.
European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(46)
Published: Nov. 16, 2022
Abstract
Spiro
derivatives
are
important
scaffolding
substances
found
in
many
natural
products
and
pharmaceuticals.
In
the
last
decade,
numerous
new
approaches
based
on
multicomponent
reactions
have
been
explored
for
selective
efficient
development
of
spiro
using
various
organocatalytic
transition
metal‐based
catalytic
systems.
This
Review
discusses
pioneering
advances
field
stereoselective
preparation
derivatives.
These
include
Michael
cascade
cyclization
reactions,
cycloadditions,
diastereoselective
miscellaneous
synthesis
spiro‐hetero/carbocycles.
Advances
decade
made
it
possible
to
synthesize
compounds
with
good
excellent
stereoselectivity
under
appropriate
reaction
conditions.
However,
achieving
high
regioselectivity
several
described
remains
a
challenge.
Organocatalysts
transition‐metal‐based
catalysts
play
crucial
role
this
milestone.
Proposed
mechanisms
supporting
evidence
highlighted
Review.
The
progress
is
immense.
expected
that
synthetic
methods
will
soon
be
developed
can
widely
used
spiro‐heterocycles/carbocycles.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(24)
Published: March 19, 2024
Abstract
The
present
personalized
account
summarizes
various
cyclization
reactions,
including
multicomponent
and
domino
processes,
which
are
directed
towards
the
synthesis
of
complex
heterocyclic
products.
Domino
Knoevenagel/hetero‐Diels‐Alder
reactions
provide
a
annulated
quinol‐2‐ones.
combination
Knoevenagel
with
[3+2]
cycloadditions
nitrogen
ylides
afford
spiroheteriocyclic
Knoevenagel/enamine
result
in
formation
condensed
purine
analogues.
Formal
[3+3]
cyclizations
pyridinium
salts
allow
for
rapid
assembly
bridged
systems
include
employment
thioxindoles
cyclohexane‐1,3‐diones
as
dinucleophilic
building
blocks.
formal
fluoroaroyl
chlorides,
such
2‐fluorobenzoyl
chlorides
2‐chloropyridine‐3‐carboxylic
chloride,
give
rise
to
benzothiophenes.
enamines
diimines
triazines
analogues
by
[4+2]/retro
[4+2]
reactions.
2,4,6‐tris(trifluoromethyl)‐1,3,5‐triazine
1,3‐bis(silyloxy)‐1,3‐butadienes
afford,
depending
on
conditions,
2,6‐bis(trifluoromethy)pyrid‐4‐ones
or
triazaadamantanone
derivatives.
Heating
2‐ethynylpyridines
electron‐rich
dienes
afforded
2‐(2‐methoxyphenyl)pyridines
process.
reaction
enones
indolizines
cyclization.
trifluoromethyl‐substituted
1,3‐diketones
lithiated
alkynes
3‐hydroxy‐pent‐4‐yn‐1‐ones.
[5+1]
latter
urea
pyridines.
Pd
catalyzed
2,3‐dihalopyridines
imines
series
regioisomeric
4‐
7‐azaindoles.
Synthesis,
Journal Year:
2023,
Volume and Issue:
55(18), P. 2873 - 2895
Published: Jan. 24, 2023
Abstract
Spirocyclic
compounds
have
attracted
the
interest
of
synthetic
chemists
because
their
unique
ring
systems
and
utility
in
drug
discovery.
Many
natural
containing
spirocyclic
moieties
skeleton
are
effective
pharmaceuticals.
For
many
redox
processes,
electroorganic
synthesis
is
considered
an
environmentally
friendly
method,
since
use
reagents
with
significant
toxicity
replaced
by
electric
current,
so
amount
waste
often
greatly
reduced.
Therefore,
this
review
summarizes
construction
a
via
electrochemical
strategies
2000.
1
Introduction
2
Electrochemically
Mediated
Synthesis
Spirocyclopropanes
3
Spirooxindoles
4
Spirodienones
5
Other
Heterospirocycles
6
Conclusion
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(22), P. 15511 - 15529
Published: Nov. 1, 2022
We
developed
a
visible-light-mediated
[3
+
2]
cycloaddition
of
arylcyclopropylamine
with
structurally
diverse
olefins
using
QXPT-NPh
as
highly
efficient
organic
photoredox
catalyst.
first
achieved
the
use
various
alkyl-substituted
alkenes
in
intermolecular
cycloadditions
cyclopropylamine.
also
general
and
strategy
for
construction
cyclopentane-based
spiro[4.n]
skeletons
1,3-difunctional
groups,
which
broadly
exist
natural
products
synthetic
molecules.
Furthermore,
we
proposed
hydrogen-bond
mode
between
photocatalyst
QXPT-NPh.
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.
