The Strategies towards Electrochemical Generation of Aryl Radicals
Chemistry - A European Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 16, 2024
The
advancement
in
electrochemical
techniques
has
unlocked
a
new
path
for
achieving
unprecedented
oxidations
and
reductions
of
aryl
radical
precursors
controlled
selective
manner.
This
approach
facilitates
the
construction
aromatic
carbon-carbon
carbon-heteroatom
bonds.
In
light
green
merits
growing
importance
this
technique
chemistry,
review
aims
to
provide
an
overview
recent
advance
generation
radicals
organized
by
precursor
type,
with
focus
on
substrate
scope,
limitation,
underlying
mechanism,
thereby
inspiring
future
work
generation.
Язык: Английский
Nickel-Catalyzed Inter- and Intramolecular Reductive Cross-Coupling Reactions of Arylbenzylammonium Salts through Highly Site-Selective C–N Bond Cleavage
ACS Catalysis,
Год журнала:
2024,
Номер
14(7), С. 5039 - 5046
Опубликована: Март 20, 2024
The
site
selectivity
has
been
investigated
for
the
C–N
bond
cleavage
of
arylbenzylammonium
salts
in
reductive
cross-coupling
reactions
with
carbon
electrophiles.
A
wide
variety
triflates
participated
nickel-catalyzed
zinc-mediated
benzyl–aryl
cross-electrophile
coupling
aryl
bromides
to
afford
diarylmethanes
extremely
high
selectivity.
same
reaction
conditions
were
successfully
extended
intramolecular
benzyl(bromoaryl)ammonium
triflates.
Moreover,
underwent
manganese-mediated
benzyl–acyl
aromatic
carboxylic
acids
presence
di-tert-butyl
pyrocarbonate.
These
employ
readily
available
feedstocks
and
reagents,
exhibit
benzylic
bonds
rather
than
bonds,
tolerate
a
functional
groups.
Язык: Английский
Modern photo- and electrochemical approaches to aryl radical generation
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(18), С. 5232 - 5277
Опубликована: Янв. 1, 2024
This
review
describes
recent
advances
in
the
generation
of
aryl
radicals
using
light
and
electricity.
Such
modern
techniques
allow
for
efficient
energy
resource
utilization,
thus
providing
more
sustainable
radical
arylation
methods.
Язык: Английский
Strategies for Using Quaternary Ammonium Salts as Alternative Reagents in Alkylations
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(33)
Опубликована: Апрель 8, 2024
Alkylation
reactions
are
pivotal
in
organic
chemistry,
with
wide-ranging
utilization
across
various
fields
of
applied
synthetic
chemistry.
However,
conventional
reagents
employed
alkylations
often
pose
substantial
health
and
exposure
risks.
Quaternary
ammonium
salts
(QAS)
present
a
promising
alternative
for
these
transformations
offering
significantly
reduced
hazards
as
they
non-cancerogenic,
non-mutagenic,
non-flammable,
non-corrosive.
Despite
their
potential,
use
direct
remains
relatively
unexplored.
This
review
outlines
strategies
utilizing
QAS
alkylation
reactions,
providing
researchers
safer
approaches
to
chemical
synthesis.
Язык: Английский
A Practical Electrochemical Approach for Synthesizing Selenyl-Dihydrobenzofurans and Chromane with a Tetrasubstituted Carbon Center
Synthesis,
Год журнала:
2024,
Номер
56(17), С. 2695 - 2702
Опубликована: Июнь 24, 2024
Abstract
A
straightforward
and
efficient
electrochemical
method
for
the
anodic
oxidative
selenenylation
of
2-(2-arylallyl)phenols
a
2-(3-arylbut-3-en-1-yl)phenol
with
diselenides
under
ambient
air
conditions
has
been
outlined.
This
allows
synthesis
selenyl-dihydrobenzofurans
chromane
featuring
sterically
hindered
tetrasubstituted
carbon
center,
demonstrated
through
25
examples
yields
reaching
up
to
98%.
Initial
mechanistic
investigations
suggest
likely
participation
pivotal
seleniranium
cation
species
in
regulating
reactivity.
Язык: Английский
Nickel-Catalyzed Reductive Cross-Coupling of Allylammonium Salts with Alkyl Iodides
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(20), С. 14781 - 14788
Опубликована: Сен. 28, 2023
An
unprecedented
reductive
cross-coupling
reaction
of
allylammonium
salts
with
alkyl
electrophiles
has
been
established
through
C-N
bond
cleavage.
A
range
bromides
smoothly
participated
in
the
nickel-catalyzed
zinc-mediated
allyl-alkyl
cross-electrophile
coupling
iodides,
delivering
structurally
diverse
alkene
products
moderate
to
good
yields
high
linear
selectivity.
Preliminary
mechanistic
experiments
are
consistent
formation
an
radical
from
iodide.
Язык: Английский
Electrochemical oxidative transamidation of tertiary amines with N-acyl imides to access amide compounds
Hai Lin,
Shengzhang Liu,
Qing Li
и другие.
Synthetic Communications,
Год журнала:
2023,
Номер
53(17), С. 1412 - 1425
Опубликована: Июнь 27, 2023
A
novel
and
efficient
electrochemical
oxidative
transamidation
of
tertiary
amines
with
N-acyl
imides
is
described.
This
protocol
environmentally
friendly
ease
to
handle
as
are
used
surrogates
for
secondary
amines.
The
C-N
bond
cleaved,
preparing
amide
compounds
in
a
facile
approach
29
examples
11–80%
yields.
Язык: Английский
Advances in Electrochemical Cathodic Reductive Reactions Involving Carbon-Nitrogen Bonds
Chinese Journal of Organic Chemistry,
Год журнала:
2024,
Номер
44(3), С. 825 - 825
Опубликована: Янв. 1, 2024
Язык: Английский
Electrochemical Organic Synthesis
Synthesis,
Год журнала:
2023,
Номер
55(18), С. 2797 - 2798
Опубликована: Авг. 29, 2023
Received:
03
August
2023
Accepted
after
revision:
Article
published
online:29
Язык: Английский
Direct Substitution of 2‐Aminotropones with Potassium Allyltrifluoroborates through Transition‐Metal‐Free C–N Bond Cleavage
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
13(11)
Опубликована: Авг. 28, 2024
Abstract
The
poor
nucleofugality
of
the
amino
group
renders
C−N
bond
functionalization
primary
aromatic
amines
highly
challenging.
Herein,
we
report
a
direct
substitution
reaction
2‐aminotropones,
bearing
unique
non‐benzenoid
seven‐membered
ring
that
exists
in
some
natural
products
and
bioactive
molecules,
with
potassium
allyltrifluoroborates
through
cleavage
under
transition‐metal‐free
conditions.
2‐aminotropones
were
directly
substituted
presence
sodium
bicarbonate,
delivering
structurally
diverse
2‐allyltropones
moderate
to
good
yields.
is
free
directing
groups,
activating
groups
transition
metals,
providing
convenient
method
access
tropones.
Язык: Английский