Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(44)
Published: Sept. 18, 2023
Abstract
Enamides,
functional
derivatives
of
enamines,
play
a
significant
role
as
synthetic
targets.
However,
the
stereoselective
synthesis
these
molecules
has
posed
longstanding
challenge
in
organic
chemistry,
particularly
for
acyclic
enamides
that
are
less
thermodynamically
stable.
In
this
study,
we
present
general
strategy
constructing
β‐borylenamides
by
C−H
borylation,
which
provides
versatile
platform
generating
stereodefined
enamides.
Our
approach
involves
utilization
metalloid
borenium
cation,
generated
through
reaction
BBr
3
and
presence
two
different
additives,
avoiding
any
exogenous
catalyst.
Importantly,
stereoconvergent
nature
methodology
allows
use
starting
materials
with
mixed
E/Z
configurations,
thus
highlighting
unique
advantage
chemistry.
Mechanistic
investigations
have
shed
light
on
pivotal
roles
played
reactive
boron
species,
phenomenon
stereoconvergence.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(44)
Published: Sept. 18, 2023
Enamides,
functional
derivatives
of
enamines,
play
a
significant
role
as
synthetic
targets.
However,
the
stereoselective
synthesis
these
molecules
has
posed
longstanding
challenge
in
organic
chemistry,
particularly
for
acyclic
enamides
that
are
less
thermodynamically
stable.
In
this
study,
we
present
general
strategy
constructing
β-borylenamides
by
C-H
borylation,
which
provides
versatile
platform
generating
stereodefined
enamides.
Our
approach
involves
utilization
metalloid
borenium
cation,
generated
through
reaction
BBr3
and
presence
two
different
additives,
avoiding
any
exogenous
catalyst.
Importantly,
stereoconvergent
nature
methodology
allows
use
starting
materials
with
mixed
E/Z
configurations,
thus
highlighting
unique
advantage
chemistry.
Mechanistic
investigations
have
shed
light
on
pivotal
roles
played
reactive
boron
species,
phenomenon
stereoconvergence.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(31), P. 5875 - 5879
Published: July 27, 2023
C–H
borylation
is
one
of
the
powerful
bond
functionalization
reactions.
In
this
context,
a
metal-free
benzophenones
using
hydrazone
as
traceless
directing
group
has
been
reported.
The
dibromoboron
intermediates
can
be
obtained
in
excellent
yields,
and
corresponding
arylboronic
esters
are
generated
moderate
to
yields.
Furthermore,
borylated
compounds
transformed
one-pot
method,
avoiding
loss
overall
yield
caused
by
separation
esters.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3709 - 3714
Published: May 1, 2024
A
BBr3-mediated
S-directed
ortho
C–H
borylation
of
thiobenzamides
was
developed.
variety
ortho-borylated
were
obtained
in
moderate
to
good
yields
with
a
wide
functional
group
tolerance
under
simple
and
metal-free
conditions.
This
transformation
provided
convenient
practical
route
important
functionalized
thiobenzamides.
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 25, 2025
We
have
developed
a
BBr3-mediated,
metal-free
ortho
C-H
borylation
of
benzamides,
enabling
the
synthesis
wide
range
ortho-borylated
benzamides
in
moderate
to
good
yields.
This
transformation
offers
convenient
strategy
for
accessing
functionalized
which
are
valuable
intermediates
pharmaceuticals,
agrochemicals,
and
fine
chemical
synthesis.
Synlett,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 30, 2025
Abstract
Functionalized
xanthenes
occupy
an
important
position
in
medicinal
chemistry
due
to
their
wide
range
of
pharmacological
properties.
The
xanthene
skeleton
is
present
various
bioactive
natural
products
such
as
mulgravanols
A
and
B,
hermannol,
(+)-myrtucommulone
D,
homapanicones
blumeaxanthene
II,
acrotrione,
etc.
Important
xanthene-based
drugs,
including
propantheline
bromide,
methantheline,
phloxine
etc.,
are
available
on
the
market.
Thus,
much
effort
has
been
dedicated
generating
or
modifying
crucial
O-heterocyclic
compounds.
Recently,
development
efficient
processes
for
synthesis
derivatives
using
modern
techniques
received
significant
attention
overcome
disadvantages
traditional
methodologies.
Aligned
with
sixth
principle
green
chemistry,
which
minimum
energy
needed
perform
synthetic
methods
at
ambient
temperature
optimum
productivity,
this
account
focuses
green,
room-temperature
strategies
anticancer
activities
1
Introduction
2
Synthesis
Xanthene
Derivatives
through
Green
Strategies
Room
Temperature
3
Medicinal
Perspectives
Anticancer
Agents
4
Conclusion
5
List
Abbreviations
Chemical Science,
Journal Year:
2023,
Volume and Issue:
14(46), P. 13429 - 13436
Published: Jan. 1, 2023
The
installation
of
the
C-halogen
bond
at
ortho
position
N-aryl
amides
and
ureas
represents
a
tool
to
prepare
motifs
that
are
ubiquitous
in
biologically
active
compounds.
To
construct
such
prevalent
bonds,
most
methods
require
use
precious
metals
multistep
process.
Here
we
report
novel
protocol
for
long-standing
challenge
regioselective
halogenation
using
an
oxidative
halodeboronation.
By
harnessing
reactivity
boron
over
nitrogen,
merge
carbonyl-directed
borylation
with
consecutive
halodeboronation,
enabling
precise
introduction
C-X
desired
ureas.
This
method
offers
efficient,
practical,
scalable
solution
synthesizing
halogenated
N-heteroarenes
under
mild
conditions,
highlighting
superiority
directing
regioselectivity
reaction.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 4145 - 4155
Published: Feb. 28, 2024
The
environmental
benefits
of
molecular
oxygen
as
the
oxidizing
agent
in
oxidation
reactions
that
synthesize
fine
chemicals
cannot
be
overstated.
Increased
interest
developing
robust
photocatalysts
is
stimulated
by
fact
current
photocatalytic
transformation
boom
has
made
previously
inaccessible
synthetic
approaches
possible.
Motivated
enzymatic
catalysis,
employing
a
reusable
phenalenyl-based
photocatalyst,
we
have
successfully
developed
oxidative
dehydrogenation
utilizing
greener
oxidant.
Under
photoinduced
conditions,
different
types
saturated
N-heterocycles
and
alcohols
were
dehydrogenated.
versatility
this
bioinspired
protocol
demonstrated
wide
variety
N-heteroaromatics,
such
quinoline,
carbazole,
quinoxaline,
acridine,
indole
derivatives,
well
aldehydes
ketones,
synthesized.
Detailed
mechanistic
studies
validate
proposed
mechanism.
Fluorescence
lifetime
CV
experiments
revealed
crucial
role
water
on
efficiency
reaction.
present
also
provides
chemoselectivity
scalability,
leading
to
superior
results
allowing
for
functionalization
bioactive
molecules
at
late
stage
sustainable
manner.
JACS Au,
Journal Year:
2024,
Volume and Issue:
4(9), P. 3679 - 3689
Published: Sept. 11, 2024
Site-selective
C-H
borylation
is
an
important
strategy
for
constructing
molecular
diversity
in
arenes
and
heteroarenes.
Although
transition-metal-catalyzed
well
explored,
developing
metal-free
strategies
remains
scarce.
Herein,
we
developed
a
straightforward
approach
BBr
