Angewandte Chemie,
Год журнала:
2023,
Номер
135(37)
Опубликована: Июль 21, 2023
Abstract
Transition
metal‐catalyzed
bissilylation
reactions
of
alkynes
with
disilane
reagents
have
become
one
the
most
straightforward
and
efficient
protocols
to
rapidly
produce
structurally
diverse
alkenyl
silicon
derivatives.
In
these
reactions,
utilization
unsymmetrical
provided
possibilities
for
reactivity
enhancement
as
well
synthetic
merits
in
contrast
symmetrical
reagents.
However,
a
major
yet
challenging
objective
is
achieving
precise
control
over
selectivity
including
regioselectivity
cis
/
trans
‐selectivity.
Herein
we
realized
first
divergent
alkynoates
our
developed
air‐stable
reagent
8‐(2‐substituted‐1,1,2,2‐tetramethyldisilanyl)quinoline
(TMDQ)
by
means
synergistic
Pd/Lewis
acid
catalytic
system.
The
system
precisely
dictates
selectivity,
resulting
synthesis
1,2‐bissilyl
alkenes.
power
alkenes
serving
key
intermediates
has
been
clearly
demonstrated
rapid
construction
motifs
densely
functionalized
biologically
active
compounds.
addition,
origins
switchable
selectivities
were
elucidated
experimental
computational
studies
on
reaction
mechanism
mainly
attributed
different
ligand
steric
effects,
use
specific
TMDQ
coordination
modes
Lewis
alkynoates.
Chemical Science,
Год журнала:
2023,
Номер
14(15), С. 4134 - 4142
Опубликована: Янв. 1, 2023
Highly
selective
assembly
of
2,3-fused
indolizines
was
achieved
via
a
cascade
allylation/Friedel–Crafts
type
reaction
with
Cu/Ir
catalysis.
This
protocol
furnishes
stereodivergent
synthesis
chiral
bearing
three
stereogenic
centers
excellent
results.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(20), С. 5624 - 5630
Опубликована: Янв. 1, 2022
A
simple
and
efficient
method
for
the
synthesis
of
pyrimido[1,2-
a
]benzimidazoles
b
]indazoles
by
three-component
[3
+
2
1]
annulation
catalyzed
FeCl
3
has
been
established.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(37)
Опубликована: Июль 21, 2023
Transition
metal-catalyzed
bissilylation
reactions
of
alkynes
with
disilane
reagents
have
become
one
the
most
straightforward
and
efficient
protocols
to
rapidly
produce
structurally
diverse
alkenyl
silicon
derivatives.
In
these
reactions,
utilization
unsymmetrical
provided
possibilities
for
reactivity
enhancement
as
well
synthetic
merits
in
contrast
symmetrical
reagents.
However,
a
major
yet
challenging
objective
is
achieving
precise
control
over
selectivity
including
regioselectivity
cis/trans-selectivity.
Herein
we
realized
first
divergent
alkynoates
our
developed
air-stable
reagent
8-(2-substituted-1,1,2,2-tetramethyldisilanyl)quinoline
(TMDQ)
by
means
synergistic
Pd/Lewis
acid
catalytic
system.
The
system
precisely
dictates
selectivity,
resulting
synthesis
1,2-bissilyl
alkenes.
power
alkenes
serving
key
intermediates
has
been
clearly
demonstrated
rapid
construction
motifs
densely
functionalized
biologically
active
compounds.
addition,
origins
switchable
selectivities
were
elucidated
experimental
computational
studies
on
reaction
mechanism
mainly
attributed
different
ligand
steric
effects,
use
specific
TMDQ
coordination
modes
Lewis
alkynoates.
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(18), С. 3263 - 3272
Опубликована: Авг. 20, 2022
Abstract
2‐Mono‐
or
2,3‐disubstituted
pyrimido[1,2‐
b
]indazoles
are
synthesized
by
a
(3+2+1)
three‐component
cyclization
of
3‐aminoindazoles,
ketones,
and
N,N
‐dimethylaminoethanol
as
methine
source.
The
reaction
demonstrates
good
tolerance
both
aromatic
aliphatic
well
various
substitution
patterns
in
air.
A
plausible
mechanism
is
discussed.
magnified
image
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(14), С. 10212 - 10222
Опубликована: Июль 11, 2023
Hepta-2,3,5-trienedioates
1
have
been
employed
as
substrates
to
explore
Lewis
base-catalyzed
annulation
reactions.
This
leads
the
discovery
of
a
phosphine-catalyzed
[3+2]
with
electron-deficient
alkenes
for
construction
exocyclic
olefinic
cyclopentenes
in
good
yields
and
moderate
E:Z
ratios
under
mild
conditions.
The
is
believed
proceed
tandem
cyclization
double
bond
migration
which
ε-ester
crucial
both
processes.
reaction
also
showcases
substrate-controlled
divergent
reactivity
compared
that
previous
report.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(7), С. 2062 - 2069
Опубликована: Янв. 1, 2024
Simple
pyrazoles
are
highly
active
bifunctional
organocatalysts
for
alkyne–CO
2
carboxylation
and
applicable
to
orthogonal
tandem
catalysis
the
one-pot
construction
of
various
heterocycles,
during
which
unexpected
acyl
migration
is
observed.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(10), С. 6902 - 6909
Опубликована: Апрель 29, 2022
An
NHC-catalyzed
[2
+
4]
cyclization
of
alkynyl
ester
with
α,β-unsaturated
ketone
to
form
a
pyran
scaffold
was
developed
successfully.
The
cheap
and
easily
available
starting
materials,
mild
reaction
conditions,
moderate
excellent
yields,
high
atom
economy
make
this
strategy
attractive
for
the
syntheses
highly
substituted
4H-pyran
derivatives.
