European Journal of Organic Chemistry,
Год журнала:
2019,
Номер
2019(18), С. 2933 - 2940
Опубликована: Апрель 4, 2019
The
palladium‐catalyzed
cross‐dehydrogenative
coupling
(CDC)
followed
by
an
intramolecular
cyclization
between
arylquinazolinones
and
aldehydes
has
been
described.
This
viable
transformation
provides
a
variety
of
novel
substituted
hydroxyisoindolo[1,2‐
b
]quinazolinone
compounds
in
moderate
to
good
yields.
Additionally,
the
reaction
is
performed
with
toluene
place
benzaldehyde
using
excess
amount
tert
‐butyl
hydroperoxide
(TBHP)
as
oxidant
yield.
Chemical Science,
Год журнала:
2022,
Номер
13(9), С. 2783 - 2788
Опубликована: Янв. 1, 2022
Despite
indisputable
progress
in
the
development
of
electrochemical
transformations,
electrocatalytic
annulations
for
synthesis
biologically
relevant
three-dimensional
spirocyclic
compounds
has
as
yet
not
been
accomplished.
In
sharp
contrast,
herein,
we
describe
palladaelectro-catalyzed
C-H
activation/[3
+
2]
spiroannulation
alkynes
by
1-aryl-2-naphthols.
Likewise,
a
cationic
rhodium(iii)
catalyst
was
shown
to
enable
electrooxidative
[3
spiroannulations
via
formal
C(sp3)-H
activations.
The
versatile
featured
broad
substrate
scope,
employing
electricity
green
oxidant
lieu
stoichiometric
chemical
oxidants
under
mild
conditions.
An
array
enones
and
diverse
spiropyrazolones,
bearing
all-carbon
quaternary
stereogenic
centers
were
thereby
accessed
user-friendly
undivided
cell
setup,
with
molecular
hydrogen
sole
byproduct.
Journal of the American Chemical Society,
Год журнала:
2020,
Номер
142(3), С. 1200 - 1205
Опубликована: Янв. 6, 2020
The
exo-selective
C–H
cycloaddition
of
imidazoles
to
1,1-disubstituted
alkenes
has
been
achieved
for
the
first
time
by
using
half-sandwich
scandium
catalysts.
A
wide
range
imidazole
compounds
bearing
various
aliphatic
alkenes,
styrenes,
dienes,
and
enynes
have
selectively
converted
in
high
yields
corresponding
bicyclic
derivatives
β-all-carbon-substituted
quaternary
stereocenters.
By
a
chiral
catalyst,
asymmetric
cyclization
also
with
level
enantioselectivity.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(18), С. 7188 - 7192
Опубликована: Фев. 3, 2020
Axial-to-central
chirality
transfer
is
an
important
strategy
to
construct
chiral
centers,
where
the
axially
reagents
are
mostly
limited
atropomerically
stable
ones.
Reported
herein
a
RhIII
-catalyzed
enantioselective
spiroannulative
synthesis
of
nitrones.
The
coupling
proceeds
via
C-H
arylation
give
metastable
biaryl,
followed
by
intramolecular
dearomative
trapping
under
oxidative
conditions
with
high
degree
transfer.
Organic Chemistry Frontiers,
Год журнала:
2020,
Номер
7(22), С. 3815 - 3841
Опубликована: Янв. 1, 2020
This
review
discusses
the
construction
of
all-carbon
quaternary
stereocenters
using
catalytic
asymmetric
conjugate
addition
and
its
application
in
natural
product
synthesis.
Angewandte Chemie International Edition,
Год журнала:
2021,
Номер
60(35), С. 19297 - 19305
Опубликована: Июнь 17, 2021
Abstract
We
report
a
versatile,
highly
enantioselective
intramolecular
hydrocarbonation
reaction
that
provides
direct
access
to
heteropolycyclic
systems
bearing
chiral
quaternary
carbon
stereocenters.
The
method,
which
relies
on
an
iridium(I)/bisphosphine
catalyst,
is
particularly
efficient
for
the
synthesis
of
five‐,
six‐
and
seven‐membered
fused
indole
pyrrole
products,
one
two
stereocenters,
with
enantiomeric
excesses
up
>99
%.
DFT
computational
studies
allowed
obtain
detailed
mechanistic
profile
identify
cluster
weak
non‐covalent
interactions
as
key
factors
control
enantioselectivity.
Organic Letters,
Год журнала:
2020,
Номер
22(14), С. 5326 - 5330
Опубликована: Июль 7, 2020
[4
+
2]
oxidative
Diels-Alder
reaction
of
readily
available
alkynols
with
maleimide
is
achieved
for
the
rapid
access
pthalimide-fused
multicyclic
compounds.
The
proposed
to
go
through
a
sequence
Sc(OTf)3-catalyzed
electrophilic
cyclization,
ligand
exchange
Cp*-free
cobalt,
and
C-H
activation
followed
by
insertion.
Organic Letters,
Год журнала:
2021,
Номер
23(9), С. 3409 - 3414
Опубликована: Апрель 12, 2021
An
unprecedented
visible
light-assisted
and
zinc
triflate-catalyzed
construction
of
a
diaryl-substituted
quaternary
stereocenter
is
reported.
2-(4-Hydroxyphenyl)-substituted
aldehydes
ketones
have
been
prepared
in
moderate
to
high
yields
via
multicomponent
reaction
acetylene,
benzoquinone
(BQ),
indole/aniline/thiol.
The
believed
proceed
situ
generation
p-quinone
methide
through
[2+2]
cycloaddition–retroelectrocyclization
BQ
acetylene
blue
light
followed
by
vinylogous
Michael
addition
with
nucleophiles.
Organic Letters,
Год журнала:
2022,
Номер
24(49), С. 9043 - 9048
Опубликована: Дек. 5, 2022
Herein,
we
disclose
a
catalyst-controlled
chemodivergent
approach
to
access
C2-substituted
indoles
and
diverse
aniline
derivatives
with
good
chemo-
stereoselectivity
by
employing
vinylcyclopropanes
(VCPs)
as
coupling
partners
via
tandem
C-H/C-C
activation/annulation
strategy.
The
key
feature
of
this
work
is
the
divergent
reactivity
profile
showcased
VCPs,
going
beyond
allylation
under
high-valent
Rh-/MPAA
catalyst
system.
