SSRN Electronic Journal,
Journal Year:
2022,
Volume and Issue:
unknown
Published: Jan. 1, 2022
The
mechanisms
of
Ni-catalyzed
selective
oxidation
C(sp
2
)-H/C(sp
3
)-H
cross-coupling
benzamide
with
amide
are
investigated
using
density
functional
theory
(DFT)
calculations.
we
have
also
conducted
a
detailed
study
on
the
formation
two
different
free
radicals,
α-C(sp
)
carbon
radical
RA
and
RB
that
is
adjacent
to
nitrogen
atom.
These
theoretical
insights
into
oxidant-controlled
may
inspire
future
discovery
oxidants
for
coupling
reactions.
Nitrogen
bridgehead
(NBH)
is
present
in
many
natural
products,
but
studies
of
synthetic
analogues
remain
unexplored.
This
review
gives
an
overview
NBH
for
potential
applications.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(23), P. 4241 - 4247
Published: Oct. 30, 2023
Abstract
Complex
spirocyclic
isoindolines
and
pyrrolidines
are
formed
in
a
tandem
process
involving
Co(III)‐catalyzed
dienylation
of
cyclic
C‐aryl
nitrones
with
2,3‐butadien‐1‐ol
carbonates,
followed
by
intramolecular
1,3‐dipolar
cycloaddition.
The
nitrone
moiety
serves
both
as
directing
group
for
the
C(aryl)−H
activation
dipole
cycloaddition
step.
High
regioselectivity
fused
vs.
bridged
product
can
be
obtained
adjusting
reaction
temperature.
Reactions
substituted
allenic
substrates
provide
heterocycles
additional
stereocenters
usually
complete
diastereoselectivity.
products
were
readily
transformed
further
into
other
complex
nitrogen‐containing
systems.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
88(1), P. 548 - 558
Published: Dec. 20, 2022
A
rhodium(III)-catalyzed
oxidative
C–H
activation/annulation
of
salicylaldehydes
with
propargylic
acetates
has
been
developed
for
the
regioselective
synthesis
3-vinyl
chromones
in
good
yields
broad
functional
group
tolerance.
3-Vinyl
were
converted
into
biologically
active
benzo[c]xanthone
by
I2-mediated
electrocyclization.
Bulletin of the Korean Chemical Society,
Journal Year:
2023,
Volume and Issue:
45(2), P. 131 - 144
Published: Dec. 12, 2023
Abstract
The
synthesis
and
functionalization
of
privileged
nitrogen
heterocycles
has
emerged
as
a
central
topic
in
drug
discovery
material
science.
In
this
context,
the
tandem
C–H
intramolecular
annulation
received
prodigious
attention,
it
is
able
to
expedite
construction
heteroaromatic
frameworks
beyond
conventional
functionalization.
general,
significant
effort
been
made
develop
[3
+
2]
dipolar
cycloaddition
azomethine
imines
with
π‐unsaturated
compounds.
Moreover,
3],
[4
2
2],
[5
3]
reactions
various
dipolarophiles
have
demonstrated.
To
date,
however,
combination
catalytic
cyclization
using
both
directing
groups
units
less
explored.
This
review
focuses
on
recent
progress
toward
azomethines
range
coupling
partners.
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(8), P. 2905 - 2905
Published: Jan. 1, 2023
A
Rh(III)-catalyzed
synthesis
of
arylacetaldehydes
via
C-H
formylmethylation
with
vinylene
carbonate
has
been
developed.The
reaction
proceeded
smoothly
to
give
C7-functionalized
N-(2-pyrimidyl)-indolines
in
moderate
good
yields.This
protocol
features
simple
system,
excellent
regioselectivity,
and
functional
group
compatibility.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(23), P. 16330 - 16339
Published: Nov. 15, 2023
Bridged
isoxazolidines
were
synthesized
via
Rh(III)-catalyzed
C-H
allylation
of
α-aryl
nitrones
with
5-methylene-1,3-dioxan-2-one.
The
nitrone
group
serves
as
a
directing
and
1,3-dipole
in
the
activation/[3
+
2]
cycloaddition
cascade,
exhibiting
excellent
chemo-
stereoselectivity
along
good
functional
compatibility.
resulting
skeletal
structure
was
conveniently
modified
to
produce
range
important
chemical
frameworks,
protocol
applied
biologically
active
molecules.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(1), P. 141 - 147
Published: Nov. 28, 2023
Abstract
Presented
herein
is
a
synthesis
of
indane
fused
bicyclic
pyrazolidinones
based
on
the
reactions
aryl
azomethine
imines
with
cyclopropanols.
Mechanistically,
formation
product
involves
Rh(III)‐catalyzed
direct
C(
sp
2
)−H
alkylation
imine
cyclopropanol
through
in
situ
ring‐opening,
followed
by
cascade
intramolecular
C
‐
and
N
‐nucleophilic
addition.
In
this
tandem
process,
acts
as
not
only
an
alkylating
agent
but
also
masked
nucleophile
electrophile
to
participate
construction
both
pyrazolidinone
scaffolds.
To
our
knowledge,
such
reaction
pattern
has
been
disclosed.
general,
synthetic
protocol
advantages
easily
obtainable
substrates,
valuable
products,
concise
procedure,
unique
pathway,
good
compatibility
diverse
functional
groups.
