Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(37)
Опубликована: Июнь 21, 2022
The
Brook
rearrangement
has
already
become
established
as
one
of
the
most
important
molecular
rearrangements
in
synthetic
chemistry
and
been
applied
generation
complexes,
drug
discovery,
material
science,
natural
products
synthesis.
Compared
to
widely
known
ionic
mechanism,
radical
is
less
explored
because
difficulty
generating
alkoxyl
species.
This
Minireview
summarizes
early
developments
general
concept
highlights
recent
advances
photocatalytic
reactions
transition-metal-catalyzed
cross-coupling
involving
rearrangements.
We
hope
this
survey
will
inspire
further
emerging
area.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
11(2), С. 597 - 630
Опубликована: Ноя. 23, 2023
This
review
highlights
the
recent
progress
in
electrochemical
difunctionalization
of
alkenes
and
alkynes
involving
C–S/Se
bond
formation
to
access
organochalcogen
frameworks.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(43), С. 23814 - 23823
Опубликована: Окт. 18, 2023
Radical
remote
1,n-difunctionalization
reactions
(n
>
2)
of
alkenes
are
powerful
tools
to
efficiently
introduce
functional
groups
with
selected
distances
into
target
molecules.
Among
these
reactions,
1,5-difunctionalizations
an
important
subclass,
leading
sought-after
scaffolds,
but
typically
suffer
from
tailored
starting
materials
and
strict
limitations
for
the
formed
group
in
2-position.
Seeking
address
issues
make
radical
more
applicable,
we
report
a
novel
three-component
1,2,5-trifunctionalization
reaction
between
imine-based
bifunctional
reagents
two
distinct
alkenes,
driven
by
visible
light
energy
transfer-catalysis.
Key
achieving
this
selective
one-step
installation
three
different
via
choreographed
formation
four
bonds
was
utilization
1,2-boron
shift
rigorous
capitalization
polarities
stabilities.
Thorough
mechanistic
studies
were
carried
out,
synthetic
utility
obtained
products
demonstrated
various
downstream
modifications.
Notably,
addition
functionalization
individual
groups,
their
interplay
gave
rise
unique
array
cyclic
products.
Abstract
Radical
difunctionalization
of
aliphatic
alkynes
provides
direct
access
to
valuable
multi‐substituted
alkenes,
but
achieving
a
high
level
chemo‐
and
stereo‐control
remains
formidable
challenge.
Herein
novel
photoredox
neutral
alkyne
di‐functionalization
is
reported
through
functional
group
migration
followed
by
radical‐polar
crossover
energy
transfer‐enabled
stereoconvergent
isomerization
alkenes.
In
this
sequence,
hydroxyalkyl
an
aryl
are
incorporated
concomitantly
into
alkyne,
leading
diversely
functionalized
E‐allyl
alcohols.
The
scope
noteworthy,
the
reaction
tolerates
containing
hydrogen
donating
C─H
bonds
that
prone
intramolecular
atom
transfer.
protocol
features
broad
compatibility,
product
diversity,
exclusive
stereoselectivity,
thus
providing
practical
strategy
for
elusive
radical
unactivated
alkynes.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(9), С. 2638 - 2664
Опубликована: Янв. 1, 2024
This
review
describes
the
recent
advances
in
different
reaction
types
and
catalytic
systems
for
construction
of
C–NAr
S–NAr
bonds
by
nitroaromatic
reductive
cross-coupling.
