Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(32), P. 6493 - 6497
Published: Jan. 1, 2023
In
this
work,
we
wish
to
present
a
nickel-catalyzed
divergent
ring-contraction
and
ring-opening/isomerization
reaction
of
tert-cyclobutanols.
The
key
control
these
two
different
pathways
is
choose
appropriate
boronic
acid,
where
the
use
phenylboronic
acid
pyrimidin-5-ylboronic
enables
ring-opening
reaction/isomerization,
respectively.
Both
cyclopropyl
aryl
methanones
1-aryl
butan-1-ones
could
be
selectively
obtained.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(19), P. 4941 - 4971
Published: Jan. 1, 2023
A
summary
of
the
various
ring
opening
reactions
strained
and
unstrained
cycloalkanols
is
elaborated
in
present
review.
Key
emphasis
on
reactivities
pertaining
to
cyclopropanols,
cyclobutanols
higher
analogues
provided.
Chemical Communications,
Journal Year:
2021,
Volume and Issue:
57(38), P. 4686 - 4689
Published: Jan. 1, 2021
An
unprecedented
nickel-catalyzedcine-arylation
oftert-cyclobutanols
with
indoles
is
described,
which
features
excellent
regioselectivity,
high
atom-economy,
and
broad
substrate
scope.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(24), P. 9520 - 9525
Published: Dec. 1, 2021
Transition-metal-catalyzed
activations
of
carbon-carbons
bonds
small
strained
rings
have
widespread
applications
in
synthetic
and
medicinal
chemistry.
However,
coupling
reactions
cyclobutanols
involving
β-carbon
elimination
to
construct
C(sp3)-C(sp3)
scarcely
been
developed.
Here,
we
demonstrate
a
highly
enantioselective
Pd-catalyzed
intermolecular
reaction
broad
range
cyclobutanol
derivatives
unactivated
alkenes,
allowing
convenient
access
series
chiral
benzene-fused
cyclic
compounds
regio-,
chemo-,
manner.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(21), P. 14685 - 14694
Published: Oct. 7, 2022
Ring
opening
of
cycloalkanols
has
been
employed
as
a
commonly
used
strategy
to
prepare
diverse
distal
functionalized
ketones.
However,
most
these
ketones
obtained
by
this
belong
monofunctional
ketones,
while
difunctional
with
more
potential
application
value
have
rarely
reported.
Herein,
we
first
reported
mild
I2-promoted
ring-opening
selenation
cyclopropanol
synthesize
various
In
the
reaction,
hydroxyl
(−OH)
derived
from
water
and
RSe+
diselenide
can
be
introduced
into
α-
β-positions,
respectively,
delivering
β-hydroxy
selenylated
in
good
excellent
yields.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(41), P. 8049 - 8053
Published: Jan. 1, 2022
In
this
text,
we
describe
a
nickel-catalyzed
cyanation
reaction
of
aryl/alkenyl
halides
with
isocyanides,
affording
nitriles
in
moderate
to
good
yields
broad
functional
group
tolerance.
Chemical Communications,
Journal Year:
2021,
Volume and Issue:
57(88), P. 11657 - 11660
Published: Jan. 1, 2021
We
herein
described
a
nickel-catalyzed
cyclization
of
N-(o-ethynylaryl)acrylamides
for
the
selective
synthesis
dihydrocyclobuta[c]quinolin-3-ones
and
benzo[b]azocin-2-ones.
The
two
varied
products
could
be
easily
obtained
by
tuning
reaction
temperature.
This
features
easy
temperature-control,
high
efficiency,
gram-scale
synthesis.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
41(11), P. 1333 - 1340
Published: Jan. 15, 2023
Comprehensive
Summary
The
chemodivergent
ring‐opening
of
cyclobutanols
is
described
under
the
carbocatalytic
assistance
graphene
oxide
(
GO
).
protocol
enables
synthesis
diversely
functionalized
dienes
or
indenes
(26
examples)
based
on
amount
employed.
Spectroscopic
(XPS
and
ssNMR)
as
well
experimental
investigations
revealed
a
direct
involvement
π‐domains
in
tuning
stability
carbocationic
intermediates
during
reaction.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
9(2), P. 299 - 304
Published: Nov. 23, 2021
2-Pyridinylmethyl
Borrowing:
Transition-metal-free
2-pyridinylmethyl
borrowing
C
-alkylation
of
alcohols
access
to
ketones
is
developed.
This
unstrained
C(sp
3
)–C(sp
)
bonds
cleavage
unactivated
avoids
the
use
transition
metals.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(66), P. 9294 - 9297
Published: Jan. 1, 2022
Herein,
we
describe
an
N-heterocyclic
carbene
(NHC)-catalyzed
deconstructive
isomerization
of
azetidinols
via
inert
C-C
bond
cleavage.
It
provides
a
direct
and
supplementary
pathway
to
access
α-amino
ketone
oxazol-2-one
derivatives
in
moderate
good
yields.
DFT
calculation
supports
the
proposed
mechanism
which
NHC
undergoes
concerted
proton
transfer
ring-opening
process.
This
reaction
features
non-metal
catalysis,
simple
operation,
excellent
regioselectivity
gram-scale
synthesis.
