Abstract
Organolithium
compounds
are
among
the
most
versatile
and
widely
used
reagents
in
organic
synthesis.
However,
their
high
reactivity
basicity
have
historically
limited
use
as
direct
coupling
partners
metal-catalyzed
carbon—carbon
bond
forming
methods.
This
review
provides
an
update
to
advances
this
area,
with
a
focus
on
highlighting
reports
during
period
2011–2023,
that
revolutionized
field,
propelling
organolithium
forefront
of
strategies
for
constructing
new
C—C
bonds
using
transition-metal
catalysts.
Chemical Communications,
Год журнала:
2022,
Номер
58(31), С. 4905 - 4908
Опубликована: Янв. 1, 2022
The
efficient
RuPHOX-Ru
catalyzed
asymmetric
hydrogenation
of
α-substituted
tetralones
via
a
dynamic
kinetic
resolution
has
been
achieved
for
the
synthesis
chiral
tetrahydronaphthols.
mechanism
study
indicated
that
with
H2
gas,
rather
than
transfer
EtOH
solvent
as
hydrogen
source,
predominates
in
reaction
pathway.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(38), С. 7753 - 7766
Опубликована: Янв. 1, 2024
The
tetrahydropyridazine
motif
is
widely
present
in
plenty
of
natural
products
and
biologically
active
molecules.
Easily
prepared
from
the
condensation
carbonyls
with
hydrazines,
hydrazones
are
versatile
synthetic
building
blocks
that
frequently
used
organic
synthesis.
Hydrazones
also
utilized
synthesis
nitrogen-containing
molecules,
especially
heterocycles.
presence
CN-N
unit
product
makes
ideal
substrates
for
derivatives.
Here,
this
review,
we
summarize
recent
progress
construction
variously
substituted
tetrahydropyridazines
different
hydrazone
derivatives
together
mechanism
discussions.
ACS Catalysis,
Год журнала:
2021,
Номер
12(2), С. 963 - 970
Опубликована: Дек. 31, 2021
Palladium-catalyzed
allylic
alkylation
reactions
of
gem-diacetates
are
rarely
explored.
This
work
unveils
an
unusual
chemical
reactivity
pattern
and
establishes
them
as
new
prototypes
to
synthesize
complex
benzo[f]chromene
systems.
Under
the
reaction
conditions,
diacetates
behave
1,3-dicationic
equivalents
undergo
a
[3
+
3]
heteroannulation
with
2-naphthols
(and
meta-substituted
phenols)
produce
novel
polycyclic
chromenes
possessing
spiro-,
tri-,
tetrasubstituted
carbon
centers.
The
versatility
method
is
demonstrated
in
synthesis
several
chromene-based
bioactive
natural
products.
Further,
interesting
photochromic
properties
classes
benzo[f]chromenes
also
discovered.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(7), С. 1731 - 1737
Опубликована: Янв. 1, 2023
A
RuPHOX/Pd
catalyzed
asymmetric
allylic
substitution
cascade
of
α-carbonylamides
with
an
meso
-dicarbonate
has
been
developed,
providing
chiral
3-acyl
bicyclolactams
in
high
yields
and
up
to
99%
ee
>20
:
1
dr.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(22), С. 15644 - 15652
Опубликована: Ноя. 2, 2022
A
palladium-catalyzed
asymmetric
annulative
allylic
alkylation
reaction
of
2-[(1H-indol-2-yl)methyl]malonates
with
(E)-but-2-ene-1,4-diyl
dicarbonates
is
described,
leading
to
the
regio-
and
enantioselective
synthesis
dihydropyrido[1,2-a]indoles
a
chiral
cyclic
allyl
stereocenter
adjacent
ring-junction
nitrogen
atom
in
moderate
good
yields.
The
salient
features
this
protocol
include
mild
conditions,
broad
substrate
scope,
compatibility
substituents
as
well
high
stereoselectivities,
providing
catalytic
entry
for
fabricating
pyridoindole
scaffolds.
RSC Advances,
Год журнала:
2022,
Номер
13(1), С. 581 - 585
Опубликована: Дек. 22, 2022
Bromoaryl
compounds
have
attracted
great
attention
in
organic
chemistry,
especially
for
the
synthesis
of
pharmaceutical
intermediates.
Herein,
we
demonstrated
a
novel
and
efficient
bromination
protocol
indazoles
via
C-H
bond
cleavage
to
give
site-specific
3-bromide
products
that
could
be
further
employed
as
synthetic
blocks
prepare
drugs.
The
reaction
used
DBDMH
bromine
source,
tolerated
wide
range
indazoles,
finished
30
min
under
mild,
ultrasound-assisted
conditions.
Besides,
preliminary
mechanistic
studies
revealed
this
approach
was
not
radical
process.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(37)
Опубликована: Май 2, 2024
Abstract
An
efficient
RuPHOX−Ru
catalyzed
asymmetric
cascade
hydrogenation
of
3‐substituted
chromones
has
been
achieved
under
mild
reaction
conditions,
affording
the
corresponding
chiral
chromanols
in
high
yields
with
excellent
enantio‐
and
diastereoselectivities
(up
to
99
%
yield,
>99
ee
>20
:
1
dr).
Control
reactions
deuterium
labelling
experiments
revealed
that
a
dynamic
kinetic
resolution
process
occurs
during
subsequent
C=O
double
bond,
which
is
responsible
for
performance
hydrogenation.
The
resulting
products
allow
several
transformations
it
was
shown
protocol
provides
practical
alternative
strategy
synthesis
their
derivatives.
