Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
364(4), P. 766 - 772
Published: Nov. 24, 2021
Abstract
A
self‐photocatalyzed
sulfonylation/cyclization
of
quinazolinones
containing
unactivated
alkenes
with
various
sulfonyl
chlorides
was
developed.
The
protocol
provides
access
to
radicals
via
energy
transfer
from
the
quinazolinone
skeleton
chloride.
Notably,
transformations
proceeded
without
any
external
photocatalysts,
additives,
or
oxidants,
providing
an
alternative
method
for
fabricating
sulfonylated
compounds.
magnified
image
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(3), P. 986 - 992
Published: Jan. 1, 2023
This
study
describes
a
green
and
novel
multi-component
reaction
for
direct
perfluoroalkylation/heteroarylation
of
[1.1.1]propellane
with
heteroarenes
perfluoroalkyl
iodines
to
diverse
bicyclo[1.1.1]pentanes
(BCPs).
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(20), P. 7971 - 7977
Published: Jan. 1, 2023
Alkyl
diacyl
peroxides
were
demonstrated
to
be
efficient
alkylating
reagents
for
the
visible-light-induced
4CzIPN-catalyzed
direct
C–H
alkylation
of
N
-heteroaromatics.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(5), P. 1975 - 1981
Published: Jan. 1, 2023
This
study
describes
a
green
and
sustainable
photoinduced
strategy
for
decarboxylative
C–H
(amino)alkylation
of
heteroarenes
with
carboxylic
acids
under
metal-
photosensitizer-free
conditions.
ACS Catalysis,
Journal Year:
2025,
Volume and Issue:
15(3), P. 1854 - 1941
Published: Jan. 17, 2025
Over
the
past
decade,
visible-light-mediated
energy-transfer
(EnT)
catalysis,
particularly
triplet–triplet
(TTEnT)
has
emerged
as
a
mild
and
environmentally
friendly
approach
for
diverse
organic
synthetic
transformations.
In
contrast
to
photoredox
which
typically
requires
sacrificial
electron
donors
or
acceptors
complete
catalytic
cycle,
EnT
photocatalysis
generally
proceeds
with
high
atom
economy
while
minimizing
generation
of
wasteful
byproducts.
Furthermore,
successful
catalysis
is
contingent
upon
precise
control
redox
potentials
both
photocatalysts
substrates,
strategies
are
primarily
influenced
by
triplet
energy
compatibility
between
these
entities.
Considering
growing
importance
photocatalysis,
well
hydrofunctionalization
difunctionalization
reactions
in
synthesis,
this
review
systematically
summarizes
significant
advancements
EnT-enabled
unsaturated
compounds
via
sigma-bond
homolysis
over
decade.
Special
emphasis
placed
on
elucidating
substrate
scopes
mechanistic
scenarios.
Additionally,
discusses
versatile
applications
methodologies
addresses
current
challenges
opportunities
within
evolving
research
field.
This
structured
into
six
main
categories
based
different
types
sigma-bonds
undergoing
homolysis.
These
include
transformations
mediated
1)
N–O
bond
oxime
esters
other
N,O-radical
precursors;
2)
N–S
N-sulfonyl
imines
N,S-radical
3)
chalcogen–chalcogen
disulfides
oxy/thio/selenosulfonates;
4)
C–S
tri/difluoromethylated
sulfinates,
acetylenic
triflones,
arylsulfonium
salts;
5)
C–X
(X
=
halogen)
halides;
6)
acceptors.
Through
providing
theoretical
backgrounds
along
comprehensive
overview
currently
employed
acceptors,
photosensitizers,
contemporary
EnT-induced
compounds,
aims
serve
an
invaluable
resource
future
innovations
rapidly
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(20), P. 7787 - 7791
Published: Sept. 28, 2021
A
mild
and
efficient
visible-light-induced
radical
difluoromethylation/cyclization
of
unactivated
alkenes
toward
the
synthesis
substituted
quinazolinones
with
easily
accessible
difluoromethyltriphenylphosphonium
bromide
has
been
developed.
The
transformation
advantages
wide
functional
group
compatibility,
a
broad
substrate
scope,
operational
simplicity.
benign
protocol
offers
facile
access
to
pharmaceutically
valuable
difluoromethylated
polycyclic
quinazolinones.
Chemical Communications,
Journal Year:
2021,
Volume and Issue:
57(49), P. 6050 - 6053
Published: Jan. 1, 2021
A
green
and
efficient
strategy
for
the
synthesis
of
quinazolinone
derivatives
via
photo-induced
decarboxylative
cascade
radical
acylation/cyclization
unactivated
alkenes
has
been
developed
under
oxidant
photocatalyst
free
conditions.
Chemistry - An Asian Journal,
Journal Year:
2021,
Volume and Issue:
17(1)
Published: Nov. 26, 2021
With
eco-friendly
and
sustainable
CO2
-derived
dimethyl
carbonate
as
the
sole
solvent,
visible-light-induced
cascade
radical
reactions
have
been
established
a
green
efficient
tool
for
constructing
various
CHF2
/CClF2
/CBrF2
-substituted
ring-fused
quinazolinones.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(6), P. 1085 - 1090
Published: Feb. 10, 2022
Abstract
A
radical
di‐
and
trichloromethylation/cyclization
of
unactivated
alkenes
was
developed
with
commercially
available
dichloromethane
chloroform
as
di‐and
trichloromethyl
sources
under
metal‐free
conditions.
Variously
substituted
trichloromethylated
pyrrolo‐
piperidino‐quinazolinones
were
obtained
in
47–94%
yields.
Additionally,
dibromomethylation/cyclization
also
achieved
standard
conditions
when
CH
2
Br
utilized.
Moreover,
the
dichloromethylated
product
can
be
transformed
into
1′
H
‐spiro[cyclopropane‐1,3′‐pyrrolo[2,1‐
b
]quinazolin]‐9′(2′
)‐one
after
treating
by
KOH.
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image
