Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 7, 2024
Abstract
The
natural
product
quinine
has
been
known
to
humankind
for
centuries,
and
in
that
time
played
a
pivotal
role
the
treatment
of
malaria.
Quinine,
related
cinchona
alkaloids,
have
seen
widespread
contemporary
use
across
chemical
biological
disciplines,
owing
part
plethora
functional
groups
stereochemical
information
contained
within
their
scaffold.
This
review
focuses
on
site‐selective
synthetic
modifications
alkaloids.
Our
comparative
analysis
may
act
as
‘user
manual’
selective
functionalisation
aims
promote
consideration
remarkable
lesser‐understood
aspects
chemistry.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(8), P. 1672 - 1676
Published: Feb. 15, 2024
The
(3
+
2)
cycloaddition/sulfur
rearrangement
reaction
of
donor–acceptor
cyclopropanes
bearing
a
single
keto
acceptor
with
indoline-2-thiones
has
been
realized.
Under
the
catalysis
Sn(OTf)2,
series
functionalized
3-indolyl-4,5-dihydrothiophenes
were
synthesized
moderate
to
excellent
yields.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3722 - 3726
Published: April 28, 2024
A
Pd(II)-catalyzed
tandem
reaction
of
aliphatic
amides
with
vinylcyclopropanes
(VCPs)
was
accomplished
by
merging
C(sp3)–H
and
C–C
activation.
The
VCP
revealed
alkenylation/cyclization,
followed
ring
opening
via
cleavage,
delivering
vinyl
γ-lactams
(E)-selectivity.
role
ligands,
site-selectivity,
functional
group
diversity,
mechanistic
insight,
synthetic
utilities
are
important
practical
features.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(43), P. 7805 - 7809
Published: Oct. 23, 2023
The
site-selective
C8-alkylation
of
quinolines
has
been
accomplished
using
cyclopropyl
alcohols
as
the
alkylating
agents
and
N-oxide
a
weak
chelating
group
in
presence
Co(III)
catalysis
via
merging
C-H/C-C
bond
activation.
use
cyclopropanol
alkyl
source,
Co
catalysis,
substrate
scope,
HRMS
analysis
reaction
intermediate,
late-stage
mutation
drug
molecules/natural
products
are
important
practical
features.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(13), P. 2523 - 2528
Published: March 27, 2024
A
migratory
insertion
of
carbenes
into
distal
γ-C(sp3)–H
bonds
aliphatic
amines
has
been
successfully
developed.
The
synergistic
interplay
among
a
palladium
catalyst,
picolinamide
directing
group,
carefully
selected
base
additive,
and
an
essential
ligand
proved
crucial
in
achieving
high
yields.
These
findings
hold
significant
value
for
advancing
the
exploration
regioselective
carbene
insertions
nonactivated
C(sp3)–H
bonds.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 20, 2025
Rh-catalyzed
enaminone
directed
cascade
C-H
functionalization/2-fold
annulation
with
vinylcyclopropanes
has
been
accomplished
to
afford
functionalized
tetrahydrobenzo[g]isochromen-10-ones.
The
sequential
C-H/C-C
functionalization,
C-C/C-O
bond
formation,
redox-neutral
conditions,
functional
group
tolerance,
and
late-stage
modification
of
the
natural
products
are
important
practical
features.
Synthesis,
Journal Year:
2023,
Volume and Issue:
55(21), P. 3454 - 3469
Published: March 20, 2023
Abstract
C8-Substituted
quinoline
(QN)
and
1,2,3,4-tetrahydroquinoline
(THQ)
scaffolds
are
featured
in
numerous
bioactive
compounds
natural
products.
Appreciable
efforts
have
been
made
towards
the
development
of
elegant
techniques
to
functionalize
C8–H
bond
QNs
THQs.
The
transition-metal-catalyzed
chelation-assisted
C–H
activation
strategy
has
emerged
as
an
effective
synthetic
tool
among
existing
methods.
This
review
focuses
on
recent
advances
directed
carbon–carbon
forming
reactions
for
functionalization
THQs
(till
February
2023).
discussion
categorized
based
type
reaction.
1
Introduction
2
Acylation
3
Alkylation
4
Alkenylation
5
Alkynylation
6
Allylation
7
Annulation
8
Arylation
9
Conclusion
Outlook
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(31), P. 6312 - 6316
Published: Jan. 1, 2023
A
series
of
indolylthio-functionalized
ketones
were
constructed
via
a
ring-opening
reaction,
and
the
linear
could
be
further
transformed
into
dihydro-2
H
-thiepino[2,3-
b
]indoles.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(19), P. 12543 - 12552
Published: Sept. 11, 2023
2-Aminobiaryls
are
privileged
scaffolds,
and
their
cogent
synthesis
diversifications,
particularly
through
the
C–H
bond
activation
strategy,
a
continuous
enterprise
in
organic
synthesis.
In
this
realm,
capitalizing
on
susceptible
native
amine
(−NH2)
directing
group
is
beneficial
but
increasingly
challenging
owing
to
its
innate
nucleophilic
reactivity.
Additionally,
reactions
of
class
substrates
have
traditionally
been
restricted
cross-ring
bond,
as
ortho-C–H
functionalization
presumably
requires
formation
strained
high-energy
four-membered
metallacycle.
Herein,
we
report
free-amine-directed
reaction
2-aminobiaryls
under
high-valent
Cp*Co(III)-catalysis,
enabling
regio-
stereoselective
allylation
high
yields.
The
protocol
engages
vinyl
cyclopropanes
allyl
synthons,
where
C–C
construction
event
tunneled
process
forge
an
internal
olefin
with
exclusive
(E)-selectivity.
products
were
judicially
used
access
high-value
benzo[d]isoxazoles
dihydrophenanthridine
derivatives.
Mechanistic
experiments
DFT
calculations
also
conducted
unravel
rationale
behind
unique
site
selectivity,
thermodynamic
constraints
corresponding
intermediates
favor
over
functionalization.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 14, 2024
A
solvent-controlled
Rh(III)-catalyzed
mono-
and
dual-C-H
bond
activation/carbene
migratory
insertion
with
diazo
compounds
as
a
single
coupling
partner
was
demonstrated.
The
reaction
proceeded
under
mild
conditions,
yielding
products
in
good
to
excellent
yields.
These
results
are
significant
for
the
development
of
domino
multiple
functionalization
C(sp
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(77), P. 11568 - 11571
Published: Jan. 1, 2023
Removable
chelating
group-assisted
Ru-catalyzed
distal
C4–H
allylation
of
indoles
has
been
accomplished
using
vinylcyclopropanes
as
the
allylating
agent
with
broad
substrate
scope.
