Bioconjugate Chemistry,
Journal Year:
2023,
Volume and Issue:
34(8), P. 1459 - 1466
Published: July 14, 2023
The
DNA-encoded
chemical
library
(DEL)
is
a
powerful
hit
selection
technique
in
either
basic
science
or
innovative
drug
discovery.
With
the
aim
to
circumvent
issue
concerning
DNA
barcode
damage
conventional
on-DNA
copper-catalyzed
azide–alkyne
cycloaddition
reaction
(CuAAC),
we
have
successfully
developed
first
DNA-compatible
enolate–azide
[3
+
2]
reaction.
merits
of
this
DEL
chemistry
include
metal-free
and
high
fidelity,
conversions
easy
operation,
broad
substrate
scope,
ready
access
highly
substituted
1,4,5-trisubstituted
triazoles.
Thus,
it
will
not
only
further
enrich
toolbox
but
also
great
potential
practical
synthesis.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(6), P. 3499 - 3508
Published: March 9, 2023
Rh(III)-catalyzed
C-H/N-H
annulation
and
C-H
allylation
of
phenylindazolones
have
been
realized
by
employing
5-methylene-1,3-dioxan-2-one
4-vinyl-1,3-dioxolan-2-one
as
scalable
cross-coupling
partners,
delivering
functionalized
indazolone
fused
heterocycles
branched
linear
allyl
indazolones
respectively
in
moderate
to
high
yield.
These
divergent
synthesis
protocols
showcase
mild
conditions,
broad
substrate
scope,
functional-group
compatibility.
In
addition,
scale-up
preliminary
mechanistic
exploratory
were
also
accomplished.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 10, 2025
Ring-fluorinated
azaheterocycles
have
wide
applications
in
agrochemicals,
pharmaceuticals,
and
synthesis,
which
prompt
continuous
endeavors
to
expand
such
heterocyclic
families.
However,
monofluorinated
triazaheterocycles
hardly
been
explored.
This
work
reported
a
novel
modular
synthesis
of
1,2,4-triazoles
1,3,5-triazines,
utilizes
N-CF3
imidoyl
chlorides
as
unique
polyfluoro
synthons
their
defluorinative
annulations
with
hydrazines/imidazines.
Further
modifications
these
fluorinated
heterocycles
highlight
the
potential
method
for
accessing
functional
molecules.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 2, 2025
A
concise
synthesis
of
benzodiazepines
via
Rh(III)
catalyzed
C-H
activation/
[4
+
3]
annulation
easily
available
1-arylpyrazolidinones
with
allylic
acetal
has
been
developed.
The
was
employed
as
a
novel
3C
synthon
in
this
transformation.
Benzodiazepines
were
built
under
mild
reaction
conditions
high
efficiency
and
chemoselectivity.
atom-economy
accessible
substrates
reveal
potential
application.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(19), P. 5185 - 5190
Published: Jan. 1, 2022
An
indazolone-directed
chemoselective
synthesis
of
8
H
-indazolo
[1,2-
a
]cinnolines
has
been
realized
via
cascade
Cp*Ir(
iii
)-
and
Cp*Rh(
)-catalyzed
C–H
activation/cyclization
reaction
1-arylindazolones
with
sulfoxonium
ylides.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(26), P. 4770 - 4775
Published: June 26, 2023
A
novel
Ru-catalyzed
redox-neutral
[4+2]
cyclization
of
2-arylbenzimidazoles
with
α-trifluoromethyl-α-diazoketones
has
been
achieved
through
sequential
C-H
activation
and
defluorinative
annulation.
This
synthetic
protocol
unlocks
modular
expeditious
access
to
6-fluorobenzimidazo[2,1-a]isoquinolines
high
efficiency
excellent
functional
group
compatibility.
The
resultant
monofluorinated
heterocyclic
products
can
readily
diversified
by
various
nucleophiles.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(8), P. 5442 - 5457
Published: April 3, 2024
In
this
study,
concise,
efficient,
and
modular
hydrophosphinylation
hydroamidation
of
gem-difluorocyclopropenes
were
disclosed
in
a
mild
transition-metal-free
pattern.
Through
approach,
phosphorus,
nitrogen-containing
gem-difluorocyclopropanes
produced
moderate
to
good
yields
with
excellent
regio-
diastereoselectivity.
Readily
available
nucleophilic
reagents,
along
inexpensive
inorganic
bases,
employed.
Multiple
synthetic
applications,
including
gram-scale
derivatization
reactions
modification
bioactive
molecules,
subsequently
elaborated.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 28, 2025
A
chiral
cyclopentadienyl
cobalt(III)-catalyzed
enantioselective
[4
+
1]
annulation
of
N-chlorobenzamides
with
cyclopropenes
is
reported.
The
cobalt
catalyst
engages
in
the
C-H
activation
as
well
promotes
C-C
bond
cleavage
cyclopropene,
rendering
it
a
one-carbon
unit
for
annulation.
reaction
efficiently
constructs
biologically
relevant
isoindolinones
selectivities
up
to
99:1
er
and
>20:1
E/Z
ratios.
cobalt(III)
displays
unique
orthogonal
reactivity
profile
delivering
products,
whereas
its
rhodium(III)
homologue
more
classical
2]
pattern.
Computational
studies
reveal
origin
these
divergences.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(10), P. 1985 - 1990
Published: March 3, 2022
The
exploration
of
the
reactivity
gem-difluorinated
small-size
rings
has
continuously
drawn
attention
in
recent
years
but
is
limited
to
three-membered
carbocycles.
Herein
we
report
a
copper-catalyzed
reaction
gem-fluorinated
cyclobutenes
with
bis(pinacolato)diboron
(B2pin2).
A
sequence
defluoroborylation
and
ring-opening
process
produces
B,F-bifunctional
1,3-dienes
stereoselective
manner.
transformation
together
efficient
downstream
coupling
boronate
fluoride
moieties
collectively
constitutes
modular
route
highly
functionalized
stereocontrolled
1,3-dienes.
