Nature Communications,
Journal Year:
2023,
Volume and Issue:
14(1)
Published: Nov. 30, 2023
Alkene
dicarbofunctionalization
is
an
efficient
strategy
and
operation-economic
fashion
for
introducing
complexity
in
molecules.
A
nickel/photoredox
dual
catalyzed
arylalkylation
of
nonactivated
alkenes
the
simultaneous
construction
one
C(sp3)-C(sp3)
bond
C(sp3)-C(sp2)
has
been
developed.
The
mild
catalytic
method
provided
valuable
indanethylamine
derivatives
with
wide
substrate
scope
good
functional
group
compatibility.
An
enantioselective
was
also
achieved
pyridine-oxazoline
as
a
ligand.
efficiency
metallaphotoredox
demonstrated
concise
synthesis
pharmaceutically
active
compounds.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(5), P. 2787 - 2793
Published: Jan. 25, 2023
Methyl
groups
are
well
understood
to
play
a
critical
role
in
pharmaceutical
molecules,
especially
those
bearing
saturated
heterocyclic
cores.
Accordingly,
methods
that
install
methyl
onto
complex
molecules
highly
coveted.
Late-stage
C-H
functionalization
is
particularly
attractive
approach,
allowing
chemists
bypass
lengthy
syntheses
and
facilitating
the
expedited
synthesis
of
drug
analogues.
Herein,
we
disclose
direct
introduction
via
C(sp3)-H
broad
array
heterocycles,
enabled
by
merger
decatungstate
photocatalysis
unique
nickel-mediated
SH2
bond
formation.
To
further
demonstrate
its
synthetic
utility
as
tool
for
late-stage
functionalization,
this
method
was
applied
range
en
route
an
methylated
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(30), P. 16330 - 16336
Published: July 20, 2023
Quaternary
carbons
are
ubiquitous
in
bioactive
molecules;
however,
synthetic
methods
for
the
construction
of
this
motif
remain
underdeveloped.
Here,
we
report
synthesis
quaternary
from
tertiary
alcohols,
a
class
structurally
diverse,
bench-stable
feedstocks,
via
merger
photoredox
catalysis
and
iron-mediated
SH2
bond
formation.
This
alcohol-bromide
cross-coupling
is
enabled
by
novel
halogen-atom
transfer
(XAT)
reagent,
which
first
reductively
activated
XAT
reagent
to
be
reported.
A
wide
variety
sterically
congested
products
can
accessed
through
mild
practical
protocol
including
derived
both
alkylation
benzylation
fragments.
We
further
demonstrate
utility
method
expedited
liver
receptor
agonist
two-step
conversion
ketones
esters
products,
enables
modular
control
up
three
four
substituents
on
center.
Science,
Journal Year:
2024,
Volume and Issue:
383(6689), P. 1350 - 1357
Published: March 21, 2024
Alcohols
represent
a
functional
group
class
with
unparalleled
abundance
and
structural
diversity.
In
an
era
of
chemical
synthesis
that
prioritizes
reducing
time
to
target
maximizing
exploration
space,
harnessing
these
building
blocks
for
carbon-carbon
bond-forming
reactions
is
key
goal
in
organic
chemistry.
particular,
leveraging
single
activation
mode
form
new
C(sp
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(5), P. 1975 - 1981
Published: Jan. 1, 2023
This
study
describes
a
green
and
sustainable
photoinduced
strategy
for
decarboxylative
C–H
(amino)alkylation
of
heteroarenes
with
carboxylic
acids
under
metal-
photosensitizer-free
conditions.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(7), P. 4375 - 4379
Published: Feb. 1, 2024
We
demonstrate
hydrohalogenation
of
aliphatic
alkenes
with
collidine·HX
salts
through
dual
photoredox/cobalt
catalysis.
The
catalysis
enables
conversion
a
proton
and
halide
anion
from
salt
to
nucleophilic
hydrogen
radical
equivalent
an
electrophilic
halogen
delivery
them
alkene
moiety.
This
protocol
allows
for
introduction
fluorine,
chlorine,
bromine,
or
iodine
atom
alkene,
producing
highly
functionalized
alkyl
halides.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(15), P. 10274 - 10280
Published: April 3, 2024
The
construction
of
C(sp3)–C(sp3)
bonds
remains
one
the
most
difficult
challenges
in
cross-coupling
chemistry.
Here,
we
report
a
photoredox/nickel
dual
catalytic
approach
that
enables
simultaneous
formation
two
linkages
via
trimolecular
alkenes
with
alkyl
halides
and
hypervalent
iodine-based
reagents.
reaction
harnesses
bimolecular
homolytic
substitution
(SH2)
mechanism
chemoselective
halogen-atom
transfer
(XAT)
to
orchestrate
regioselective
addition
electrophilic
nucleophilic
radicals
across
unactivated
without
need
for
directing
auxiliary.
Utility
is
highlighted
through
late-stage
(fluoro)alkylation
(trideutero)methylation
C═C
bearing
different
patterns,
offering
straightforward
access
drug-like
molecules
comprising
sp3-hybridized
carbon
scaffolds.
Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 26, 2024
Cross-electrophile
coupling
(XEC),
defined
by
us
as
the
cross-coupling
of
two
different
σ-electrophiles
that
is
driven
catalyst
reduction,
has
seen
rapid
progression
in
recent
years.
As
such,
this
review
aims
to
summarize
field
from
its
beginnings
up
until
mid-2023
and
provide
comprehensive
coverage
on
synthetic
methods
current
state
mechanistic
understanding.
Chapters
are
split
type
bond
formed,
which
include
C(sp
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(18), P. 12300 - 12309
Published: April 24, 2024
Metallaphotoredox
cross-coupling
is
a
well-established
strategy
for
generating
clinically
privileged
aliphatic
scaffolds
via
single-electron
reactivity.
Correspondingly,
expanding
metallaphotoredox
to
encompass
new
C(
Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
124(17), P. 10192 - 10280
Published: Aug. 8, 2024
Radical
C–H
functionalization
represents
a
useful
means
of
streamlining
synthetic
routes
by
avoiding
substrate
preactivation
and
allowing
access
to
target
molecules
in
fewer
steps.
The
first-row
transition
metals
(Ti,
V,
Cr,
Mn,
Fe,
Co,
Ni,
Cu)
are
Earth-abundant
can
be
employed
regulate
radical
functionalization.
use
such
is
desirable
because
the
diverse
interaction
modes
between
metal
complexes
species
including
addition
center,
ligand
complexes,
substitution
single-electron
transfer
radicals
hydrogen
atom
noncovalent
complexes.
Such
interactions
could
improve
reactivity,
diversity,
selectivity
transformations
allow
for
more
challenging
reactions.
This
review
examines
achievements
this
promising
area
over
past
decade,
with
focus
on
state-of-the-art
while
also
discussing
existing
limitations
enormous
potential
high-value
regulated
these
metals.
aim
provide
reader
detailed
account
strategies
mechanisms
associated
