Chemical Science,
Journal Year:
2021,
Volume and Issue:
12(29), P. 10092 - 10096
Published: Jan. 1, 2021
Radical
spirocyclization
via
dearomatization
has
emerged
as
an
attractive
strategy
for
the
rapid
synthesis
of
structurally
diverse
spiro
molecules.
We
report
use
electrochemistry
to
perform
oxidative
biaryls
leading
tri-
and
difluoromethylated
spiro[5.5]trienones
in
a
user
friendly
undivided
cell
set-up
constant
current
mode.
The
catalyst-
chemical
oxidant-free
procedure
features
ample
scope,
employs
electricity
green
sole
oxidant.
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.
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(2), P. 2353 - 2428
Published: Oct. 8, 2021
For
more
than
70
years,
nitrogen-centered
radicals
have
been
recognized
as
potent
synthetic
intermediates.
This
review
is
a
survey
designed
for
use
by
chemists
engaged
in
target-oriented
synthesis.
summarizes
the
recent
paradigm
shift
access
to
and
application
of
N-centered
enabled
visible-light
photocatalysis.
broadens
streamlines
approaches
many
small
molecules
because
photocatalysis
conditions
are
mild.
Explicit
attention
paid
innovative
advances
N–X
bonds
radical
precursors,
where
X
=
Cl,
N,
S,
O,
H.
clarity,
key
mechanistic
data
noted,
available.
Synthetic
applications
limitations
summarized
illuminate
tremendous
utility
photocatalytically
generated
radicals.
Chemical Reviews,
Journal Year:
2022,
Volume and Issue:
122(9), P. 8181 - 8260
Published: March 14, 2022
The
chemistry
of
nitrogen-centered
radicals
(NCRs)
has
plentiful
applications
in
organic
synthesis,
and
they
continue
to
expand
as
our
understanding
these
reactive
species
increases.
utility
intermediates
is
demonstrated
the
recent
advances
C–H
amination
(di)amination
alkenes.
Synthesis
previously
challenging
structures
can
be
achieved
by
efficient
functionalization
sp2
moieties
without
prefunctionalization,
allowing
for
faster
more
streamlined
synthesis.
This
Review
addresses
generation,
reactivity,
application
NCRs,
including,
but
not
limited
to,
iminyl,
aminyl,
amidyl,
aminium
species.
Contributions
from
early
discovery
up
most
examples
have
been
highlighted,
covering
radical
initiation,
thermolysis,
photolysis,
and,
recently,
photoredox
catalysis.
Radical-mediated
intermolecular
(hetero)arenes
occur
with
a
variety
complex
amine
precursors,
generating
aniline
derivatives,
an
important
class
drug
development.
Functionalization
olefins
achievable
high
anti-Markovnikov
regioselectivity
allows
access
difunctionalized
when
intermediate
carbon
are
trapped.
Additionally,
reactivity
NCRs
harnessed
rapid
construction
N-heterocycles
such
pyrrolidines,
phenanthridines,
quinoxalines,
quinazolinones.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
59(8), P. 3172 - 3177
Published: Dec. 3, 2019
Abstract
An
intermolecular,
two‐component
vicinal
carboimination
of
alkenes
has
been
accomplished
by
energy
transfer
catalysis.
Oxime
esters
alkyl
carboxylic
acids
were
used
as
bifunctional
reagents
to
generate
both
and
iminyl
radicals.
Subsequently,
addition
the
radical
an
alkene
generates
a
transient
for
selective
radical–radical
cross‐coupling
with
persistent
radical.
Furthermore,
this
process
provides
direct
access
aliphatic
primary
amines
α‐amino
simple
hydrolysis.
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
19(24), P. 5237 - 5253
Published: Jan. 1, 2021
Photoorganocatalysis
has
been
recognised
by
the
organic
chemistry
community
as
an
important
part
of
photochemistry
and
catalysis.
In
general,
aromatic
ketones
constitute
key
players
in
this
type
catalysis
they
are
involved
a
plethora
examples
literature.
Among
various
ketones,
thioxanthone
(TX)
seems
to
play
unique
role
photochemistry.
comparison
with
other
TX
high
triplet
energy
relatively
long
lifetime,
while
it
ability
participate
successfully
merger
reactions
metal
complexes.
review,
we
will
discuss
photophysical
properties
small
molecule,
well
numerous
photochemical
reactions,
where
is
employed
mediator
more
specifically
polymerisation
transformations.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(14), P. 7873 - 7879
Published: Jan. 7, 2021
Through
the
formation
of
an
electron
donor-acceptor
(EDA)
complex,
strain-release
aminopyridylation
[1.1.1]propellane
with
N-aminopyridinium
salts
as
bifunctional
reagents
enabled
direct
installation
amino
and
pyridyl
groups
onto
bicyclo[1.1.1]pentane
(BCP)
frameworks
in
absence
external
photocatalyst.
The
robustness
this
method
to
synthesize
1,3-aminopyridylated
BCPs
under
mild
metal-free
conditions
is
highlighted
by
late-stage
modification
structurally
complex
biorelevant
molecules.
Moreover,
strategy
was
extended
P-centered
CF3
radicals
for
unprecedented
incorporation
such
functional
pyridine
across
BCP
core
a
three-component
coupling.
This
practical
lays
foundation
straightforward
construction
new
valuable
C4-pyridine-functionalized
chemical
entities,
thus
significantly
expanding
range
accessibility
BCP-type
bioisosteres
applications
drug
discovery.
