Photocatalytic Sulfonylation: Innovations and Applications
Anxiang Huang,
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Rui Li,
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Qi‐Yan Lv
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et al.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: July 14, 2024
Photosynthesis,
converting
sustainable
solar
energy
into
chemical
energy,
has
emerged
as
a
promising
craft
to
achieve
diverse
organic
transformations
due
its
mild
reaction
conditions,
sustainability,
and
high
efficiency.
The
synthesis
of
sulfonated
compounds
drawn
significant
attention
in
the
pharmaceuticals,
agrochemicals,
materials
industries
unique
structure
electronic
properties
sulfonyl
groups.
Over
past
decades,
many
photocatalytic
sulfonylation
reactions
have
been
developed.
In
this
review,
recent
advances
photocatalyzed
reviewed
since
2020,
with
primary
focus
on
discussing
design
mechanism.
Language: Английский
Flavin-Mediated Photocatalysis Provides a General Platform for Sulfide C–H Functionalization
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(4), P. 2395 - 2401
Published: Jan. 31, 2024
Functionalized
sulfides
are
important
in
many
areas
of
science,
ranging
from
chemical
biology
through
drug
discovery
to
organic
materials
chemistry.
Sulfides
bearing
pendant
reactive
groups
the
α-position
particularly
useful;
however,
methods
for
selective
valorization
simple
or
late-stage
functionalization
complex
by
convenient
addition
valuable
functionality
underexplored.
Here
we
exemplify
a
general
reaction
platform
sulfide
showcasing
three
modes
α-sulfur
C-H
functionalization;
cyanation,
alkenylation,
and
alkynylation.
Using
inexpensive
commercially
available
riboflavin
tetraacetate
visible
light,
decoration
both
feedstock
proceeds
good
yield
with
high
selectivity.
Methionine-containing
peptides
can
also
be
selectively
functionalized
tolerance
screen
using
amino-acid
dopants
suggests
that
is
compatible
most
side
chains
thus
potential
tool
bioconjugation.
Language: Английский
Photocatalytic C–C Bond Azidation and Cyanation of Acyclic Ketones via a Pro-aromatic Intermediate
Sandip Bag,
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Amit Dhibar,
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Shruti Moorthy
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et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 10, 2025
Herein,
we
report
a
formal
C–C
bond
azidation
and
cyanation
of
unactivated
aliphatic
ketones
using
commercially
available
tosyl
azide
cyanide,
respectively.
A
visible-light-mediated
organophotocatalyst
enables
radical
ketone-derived
pro-aromatic
dihydroquinazolinones
(under
mostly
redox-neutral
conditions)
as
supported
by
preliminary
mechanistic
studies.
These
metal-free
scalable
protocols
can
be
used
to
synthesize
tertiary,
secondary,
primary
alkyl
azides
nitriles
with
good
functional
group
tolerance
postsynthetic
diversification
the
group,
including
bioconjugation.
Language: Английский
Nickel-catalysed Regio- and Stereoselective Hydrocyanation of Alkynoates and Its Mechanistic Insights Proposed by DFT Calculations
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(18), P. 3606 - 3610
Published: Jan. 1, 2024
This
work
discloses
the
origin
of
regio-
and
stereoselectivity
hydrocyanation
alkynoates.
Language: Английский
The application and development of cyanating reagents in asymmetric cyanation reactions
Tetrahedron Letters,
Journal Year:
2025,
Volume and Issue:
unknown, P. 155549 - 155549
Published: March 1, 2025
Language: Английский
Metal-free iodosulfonylation of alkynes to access (E)-β-iodovinyl sulfones in water
Guiting Peng,
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Fang Wei,
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Jiang Bai
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et al.
Organic & Biomolecular Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
We
report
a
metal-free
iodosulfonylation
of
alkynes
in
water
at
room
temperature,
which
efficiently
produces
(
E
)-β-iodovinyl
sulfones
good
to
excellent
yields
with
high
regio-
and
stereoselectivity.
Language: Английский
Divergent Reaction of Alkynes and TsCN: Synthesis of β-Sulfinyl Alkenylsulfones and (E)-Vinyl Sulfones
Guiting Peng,
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Xin Yu,
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Jiang Bai
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12159 - 12169
Published: Aug. 16, 2024
An
efficient
and
high-selectivity
approach
for
the
divergent
synthesis
of
β-sulfinyl
alkenylsulfones
(E)-vinyl
sulfones
from
alkynes
TsCN
is
described.
A
series
disulfurized
products
were
constructed
under
mild
conditions
in
absence
transition
metals.
This
transformation
featured
excellent
regio-
stereoselectivity,
good
functional
group
compatibility,
broad
substrate
scope.
The
copper(I)-catalyzed
sulfonation
with
that
affords
to
yields
was
also
developed.
Language: Английский