Journal of the American Chemical Society,
Journal Year:
2020,
Volume and Issue:
142(7), P. 3532 - 3539
Published: Feb. 4, 2020
Cross-coupling
reactions
for
carbon–carbon
and
carbon–heteroatom
bond
formation
are
of
great
importance
in
modern
chemical
synthesis.
In
addition
to
classical
cross-couplings
involving
preformed
or
preactivated
coupling
partners,
more
recently
breakthroughs
have
been
made
the
selective,
direct
abundant
aliphatic
carbon–hydrogen
bonds
using
hydrogen
atom
transfer
which
bond-dissociation
energy
is
thermodynamic
driving
force.
The
challenging
activation
still
rather
underdeveloped
due
inertness.
Herein,
we
report
a
mild
general
strategy
diverse
set
readily
available
cyclic
alcohols
remote
site-specific
arylation
ketones
via
combination
photoredox-mediated
multisite
concerted
proton–electron
(MS-PCET)
nickel
catalysis.
current
cross-coupling
proceeds
with
generation
an
alkoxy
radical
utilizing
free
(BDFE)
as
Subsequently,
resulting
carbon-centered
radicals
formed
by
C–C
cleavage
merge
catalytic
cycle
create
C(sp3)–C(sp2)
bonds.
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(34), P. 10700 - 10704
Published: Aug. 9, 2018
An
operationally
simple
deaminative
borylation
reaction
of
primary
alkylamines
has
been
developed.
The
formation
electron-donor-acceptor
complexes
between
N-alkylpyridinium
salts
and
bis(catecholato)diboron
enables
photoinduced
single-electron
transfer
fragmentation
to
carbon-centered
radicals,
which
are
subsequently
borylated.
mild
conditions
allow
a
diverse
range
readily
available
be
efficiently
converted
into
synthetically
valuable
alkylboronic
esters
under
catalyst-free
conditions.
Chemical Reviews,
Journal Year:
2020,
Volume and Issue:
120(17), P. 9790 - 9833
Published: Aug. 6, 2020
Alkyl
radicals
are
key
intermediates
in
organic
synthesis.
Their
classic
generation
from
alkyl
halides
has
a
severe
drawback
due
to
the
employment
of
toxic
tin
hydrides
point
that
"flight
tyranny
tin"
radical
processes
was
considered
for
long
time
an
unavoidable
issue.
This
review
summarizes
main
alternative
approaches
unstabilized
radicals,
using
photons
as
traceless
promoters.
The
recent
development
photochemical
and
photocatalyzed
enabled
discovery
plethora
new
precursors,
opening
world
chemistry
broader
community,
thus
allowing
era
photon
democracy.
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(2), P. 2487 - 2649
Published: Nov. 9, 2021
Redox
processes
are
at
the
heart
of
synthetic
methods
that
rely
on
either
electrochemistry
or
photoredox
catalysis,
but
how
do
and
catalysis
compare?
Both
approaches
provide
access
to
high
energy
intermediates
(e.g.,
radicals)
enable
bond
formations
not
constrained
by
rules
ionic
2
electron
(e)
mechanisms.
Instead,
they
1e
mechanisms
capable
bypassing
electronic
steric
limitations
protecting
group
requirements,
thus
enabling
chemists
disconnect
molecules
in
new
different
ways.
However,
while
providing
similar
intermediates,
differ
several
physical
chemistry
principles.
Understanding
those
differences
can
be
key
designing
transformations
forging
disconnections.
This
review
aims
highlight
these
similarities
between
comparing
their
underlying
principles
describing
impact
electrochemical
photochemical
methods.
Journal of the American Chemical Society,
Journal Year:
2017,
Volume and Issue:
139(20), P. 6835 - 6838
Published: May 10, 2017
An
intermolecular,
three-component
reductive
dicarbofunctionalization
of
alkenes
is
presented
here.
The
combination
Ni
catalysis
with
TDAE
as
final
reductant
enables
the
direct
formation
Csp3–Csp3
and
Csp3–Csp2
bonds
across
a
variety
π-systems
using
two
different
electrophiles
that
are
sequentially
activated
exquisite
selectivity
under
mild
reaction
conditions.
Chemical Society Reviews,
Journal Year:
2020,
Volume and Issue:
50(2), P. 766 - 897
Published: Dec. 22, 2020
Recent
developments
and
future
prospects
of
visible-light
photocatalysis
in
the
late-stage
functionalization
pharmaceuticals
natural
bioactive
compounds.
Journal of the American Chemical Society,
Journal Year:
2017,
Volume and Issue:
139(15), P. 5313 - 5316
Published: March 31, 2017
We
developed
a
strategy
to
harness
alkyl
amines
as
alkylating
agents
via
C-N
bond
activation.
This
Suzuki-Miyaura
cross
coupling
of
alkylpyridinium
salts,
readily
formed
from
primary
amines,
is
the
first
example
metal-catalyzed
activation
an
amine
with
unactivated
group.
reaction
enjoys
broad
scope
and
functional
group
tolerance.
Primary
secondary
groups
can
be
installed.
Preliminary
studies
suggest
Ni
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(2), P. 2907 - 2980
Published: Sept. 24, 2021
In
the
pursuit
of
new
pharmaceuticals
and
agrochemicals,
chemists
in
life
science
industry
require
access
to
mild
robust
synthetic
methodologies
systematically
modify
chemical
structures,
explore
novel
space,
enable
efficient
synthesis.
this
context,
photocatalysis
has
emerged
as
a
powerful
technology
for
synthesis
complex
often
highly
functionalized
molecules.
This
Review
aims
summarize
published
contributions
field
from
industry,
including
research
industrial-academic
partnerships.
An
overview
developed
strategic
applications
synthesis,
peptide
functionalization,
isotope
labeling,
both
DNA-encoded
traditional
library
is
provided,
along
with
summary
state-of-the-art
photoreactor
effective
upscaling
photocatalytic
reactions.
