Remote Radical 1,3-, 1,4-, 1,5-, 1,6- and 1,7-Difunctionalization Reactions
Molecules,
Год журнала:
2023,
Номер
28(7), С. 3027 - 3027
Опубликована: Март 28, 2023
Radical
transformations
are
powerful
in
organic
synthesis
for
the
construction
of
molecular
scaffolds
and
introduction
functional
groups.
In
radical
difunctionalization
reactions,
radicals
first
functionalized
intermediates
can
be
relocated
through
resonance,
hydrogen
atom
or
group
transfer,
ring
opening.
The
resulting
undertake
following
paths
second
functionalization:
(1)
couple
with
other
groups,
(2)
oxidize
to
cations
then
react
nucleophiles,
(3)
reduce
anions
electrophiles,
(4)
metal-complexes.
rearrangements
provide
opportunity
1,3-,
1,4-,
1,5-,
1,6-,
1,7-difunctionalization
products.
Multiple
ways
initiate
reaction
coupling
intermediate
make
reactions
good
at
remote
positions.
These
offer
advantages
synthetic
efficiency,
operation
simplicity,
product
diversity.
Язык: Английский
Recent Advances in Electrochemical Sulfonylation using Sodium Sulfinates as Sulfonyl Radical Precursors
Current Organic Chemistry,
Год журнала:
2024,
Номер
28(2), С. 105 - 116
Опубликована: Янв. 1, 2024
Abstract:
Sodium
sulfinates
have
been
widely
utilized
as
sulfonyl
radical
precursors
for
preparing
a
diverse
array
of
value-added
sulfur-containing
compounds
(sulfones,
sulfonamides,
sulfonates,
thiosulfonates,
etc.)
through
S-C,
S-N,
S-O
and
S-S
bonds
formation
reactions.
Organic
electrosynthesis
has
become
an
attractive
alternative
to
conventional
methods
redox
reactions
because
it
utilizes
electric
current
instead
chemical
agents.
As
such,
the
electrochemical
generation
radicals
from
sodium
their
applications
in
organic
attracted
much
attention.
In
this
review,
recent
advances
sulfonylation
involving
since
2015
were
reviewed,
along
with
related
reaction
mechanisms.
Язык: Английский
Challenges and opportunities on sustainable electrochemical transformations: application towards the synthesis of pharmaceuticals and precursors of drug-like molecules
Green Chemistry,
Год журнала:
2024,
Номер
26(10), С. 5770 - 5789
Опубликована: Янв. 1, 2024
This
article
highlighted
the
recent
demand
for
sustainable
and
resource
efficient
drug
synthesis
using
electrochemical
strategies.
Язык: Английский
Electrochemical synthesis and transformation of organoboron compounds
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(13), С. 3361 - 3377
Опубликована: Янв. 1, 2023
This
review
highlights
the
recent
advances
in
both
electrochemical
borylation
and
hydroboration
to
synthesize
organoboron
compounds
transformation
of
construct
carbon–carbon
carbon–heteroatom
bonds.
Язык: Английский
Palladium-Catalyzed Site-Selective C–H Sulfonylation via Aryl Thianthrenium Salts to Access Diarylsulfones
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 21, 2025
We
presented
a
highly
efficient
palladium-catalyzed
site-selective
C-H
sulfonylation
reaction
via
aryl
thianthrenium
salts.
By
utilizing
readily
available
and
cost-effective
arenes
along
with
sodium
sulfinates,
we
achieved
the
C(sp2)-S
cross-coupling
high
efficiency,
establishing
dependable
method
for
synthesizing
diarylsulfones
satisfactory
yields.
This
exhibits
excellent
tolerance
toward
functional
groups,
scalability,
synthesis
or
late-stage
functionalization
of
bioactive
molecules,
making
it
valuable
tool
drug
modifications.
Язык: Английский
Easy Access to α-Ketothioamides via Oxidative Amidation of Bunte Salts Using Electrolysis or Hypervalent Iodine
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(18), С. 13329 - 13337
Опубликована: Сен. 10, 2024
Two
new
protocols
leveraging
electrochemical
and
hypervalent
iodine-mediated
synthesis
of
α-ketothioamides
have
been
developed
by
using
easily
accessible
cost-effective
Bunte
salts
secondary
amines.
The
methods
are
efficient,
simple,
straightforward,
showcase
the
formation
C-N
bonds
across
diverse
substrates
under
ambient
conditions.
Язык: Английский
Supporting Electrolyte‐Free Electrochemical Oxidative C−H Sulfonylation and Thiocyanation of Fused Pyrimidin‐4‐Ones in an All‐Green Electrolytic System
Chemistry - A European Journal,
Год журнала:
2023,
Номер
30(6)
Опубликована: Ноя. 7, 2023
An
electrooxidative
C-H
functionalization
is
a
widely
accepted
route
to
obtain
sulfur-containing
arenes
and
heteroarenes.
However,
this
process
often
involves
using
non-recyclable
supporting
electrolytes,
(co)solvents
like
hexafluoroisopropanol,
additives
acid,
or
catalysts.
The
use
of
additional
reagents
can
increase
costs
waste,
reducing
atom
efficiency.
Moreover,
unlike
other
nitrogen-containing
heterocycles,
there
have
only
been
sporadic
reports
electrochemical
in
fused
pyrimidin-4-ones,
an
electrolyte-free
has
yet
be
developed.
This
work
demonstrates
that
such
anodic
coupling
reactions
performed
all-green
electrolytic
system
without
electrolytes
HFIP,
maintaining
high
economy.
strategy
utilizes
inexpensive
sodium
sulfinates
ammonium
thiocyanate
as
sulfonylating
thiocyanating
agents
undivided
cell
at
constant
current,
mixture
CH
Язык: Английский
Silver-Catalyzed Synthesis of 5-Amino-4-sulfonyl Pyrazoles from 1,2-Diaza-1,3-dienes
Arvind Kumar Jaiswal,
Ajay Kishor Kushawaha,
Sarita Katiyar
и другие.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(21), С. 16033 - 16037
Опубликована: Окт. 22, 2024
A
facile
and
dependable
synthetic
route
for
5-amino-4-sulfonyl
pyrazoles,
which
are
substantially
important
in
pharmaceuticals,
is
highly
desirable.
This
work
presents
a
novel
cascade
reaction
their
efficient
synthesis.
The
approach
utilizes
silver
as
catalyst
C(sp
Язык: Английский
An Electrochemical Method for the Direct Sulfonylation of N‐(4‐hydroxyphenyl)‐sulfonamides with Sulfonyl Hydrazides
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
28(5)
Опубликована: Дек. 23, 2024
Abstract
A
facile
electrochemical
strategy
for
the
synthesis
of
sulfonylphenol
derivatives
from
N
‐(4‐hydroxyphenyl)‐sulfonamides
with
sulfonyl
hydrazides
has
been
successfully
developed.
This
metal‐
and
oxidant‐free
protocol
is
suitable
aromatic,
heteroaromatic
aliphatic
reagents
to
afford
corresponding
sulfonylated
products
in
moderate
high
yields
under
mild
conditions.
gram‐scale
experiment
an
vitro
antibacterial
assay
were
conducted
demonstrate
potential
utility
this
approach.
Язык: Английский
Construction of copper(I) complex immobilized on magnetic Fe3O4 nanoparticles [Fe3O4@BBI-CuBr]: a green and highly efficient nanomagnetic catalyst for three-component preparation of diaryl sulfones
Mohammed H. Mahdi,
Russul Thabit,
Maysam Salih Mutlaq
и другие.
Reaction Kinetics Mechanisms and Catalysis,
Год журнала:
2023,
Номер
137(1), С. 209 - 229
Опубликована: Дек. 7, 2023
Язык: Английский