The Catalytic Synthesis of Aza-Sulfur Functional Groups
Michael C. Willis,
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Ming-Kai Wei
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Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 26, 2024
Abstract
Sulfur-containing
compounds
are
found
in
myriad
applications.
Sulfones
and
sulfonamides
the
most
common
functional
groups
used
medicinal
agrochemical
endeavours.
Isosteres
of
these
groups,
for
example,
sulfoximines
sulfonimidamides,
emerging
functionalities,
they
increasingly
relevant
patent
literature.
However,
general,
associated
synthetic
routes
still
have
limitations,
including
use
harsh
reaction
conditions
highly
reactive
reagents.
A
variety
catalytic
reactions
that
employ
a
diverse
range
substrate
classes
been
developed
to
address
issues.
This
short
review
highlights
recent
syntheses
aza-sulfur
compounds,
which
we
hope
will
open
new
directions
discovery
chemistry.
1
Introduction
2
Reactions
N-Sulfinylamines
3
with
Sulfenamides
4
Sulfinates
5
Sulfinamides
6
Other
Aza-Sulfur
Compounds
7
Conclusion
Language: Английский
Asymmetric reductive arylation and alkenylation to access S-chirogenic sulfinamides
Xiaowu Fang,
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Longlong Xi,
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Minyan Wang
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et al.
Nature Communications,
Journal Year:
2025,
Volume and Issue:
16(1)
Published: March 15, 2025
The
study
of
the
stereochemistry
organic
sulfur
compounds
has
been
ongoing
for
over
a
century,
with
S-chirogenic
pharmacophores
playing
an
essential
role
in
drug
discovery
within
bioscience
and
medicinal
chemistry.
Traditionally,
synthesis
sulfinamides
featuring
stereogenic
sulfur(IV)
centers
involves
complex,
multistep
process
that
often
depends
on
chiral
auxiliaries
or
kinetic
resolution.
Here,
we
introduce
effective
versatile
method
synthesizing
diverse
classes
through
selective
aryl
alkenyl
addition
to
sulfinylamines.
This
is
catalysed
by
nickel
cobalt
complex
under
reductive
conditions,
eliminating
need
preformed
organometallic
reagents.
facilitates
incorporation
array
halides
at
position,
enabling
their
integration
into
various
biologically
significant
pharmacophores.
Our
detailed
mechanistic
investigations
density
functional
theory
calculations
provide
insights
reaction
pathway,
particularly
highlighting
enantiocontrol
mode
during
process.
play
authors
report
methodology
asymmetric
sulfinylamines
via
common-Earth-metal
catalysis.
Language: Английский
Strategic Synthesis of Sulfinamides as Versatile S(IV) Intermediates
Subham Das,
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Amit Dhibar,
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Basudev Sahoo
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et al.
ACS Organic & Inorganic Au,
Journal Year:
2024,
Volume and Issue:
5(1), P. 1 - 12
Published: Nov. 30, 2024
Sulfinamides
constitute
adaptable
S(IV)
intermediates
with
a
sulfur
stereocenter,
having
emerging
interest
in
divergent
synthesis
of
high-valent
S(VI)
functional
bioisosteres.
Recent
years
have
witnessed
the
strategic
development
mild
and
selective
synthetic
routes
for
highly
functionalized
sulfinamides,
employing
stable
organometallic
reagents,
carbon-centered
radical
precursors,
other
abundant
coupling
partners
merged
various
reagents
arena
metal,
photoredox,
organocatalysis.
Furthermore,
asymmetric
metal
organocatalysis
enabled
stereoselective
enantioenriched
sulfinamides.
In
this
Perspective,
we
present
recent
(2021
to
present)
advancement
methods
toward
Language: Английский