Radical hydroboration for the synthesis of organoboron compounds
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(32), P. 4275 - 4289
Published: Jan. 1, 2024
This
review
describes
the
recent
research
on
radical
hydroboration,
which
covers
different
boron
sources
including
N-heterocyclic
carbene
borane,
bis(pinacolato)diboron
and
pinacolborane,
as
well
strategies
in
boryl
generation.
Language: Английский
Diastereoselective dearomatization of indoles via photocatalytic hydroboration on hydramine-functionalized carbon nitride
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: May 22, 2024
Abstract
A
protocol
for
trans
-hydroboration
of
indole
derivatives
using
heterogeneous
photocatalysis
with
NHC-borane
has
been
developed,
addressing
a
persistent
challenge
in
organic
synthesis.
The
protocol,
leveraging
high
crystalline
vacancy-engineered
polymeric
carbon
nitride
as
catalyst,
enables
diastereoselective
synthesis,
expanding
substrate
scope
and
complementing
existing
methods.
approach
emphasizes
eco-friendliness,
cost-effectiveness,
scalability,
making
it
suitable
industrial
applications,
particularly
renewable
energy
contexts.
catalyst’s
superior
performance,
attributed
to
its
rich
carbon-vacancies
well-ordered
structure,
surpasses
more
expensive
homogeneous
alternatives,
enhancing
viability
large-scale
use.
This
innovation
holds
promise
synthesizing
bioactive
compounds
materials
relevant
medicinal
chemistry
beyond.
Language: Английский
NHC-BH3-Mediated Reduction of Sulfonyl Hydrazides into Disulfides and Further Cross-Coupling with Chlorostibine and Bioactivities
Wen‐Jun Zhou,
No information about this author
Liyuan Le,
No information about this author
Youwen Chen
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 17, 2025
This
paper
presents
a
novel
NHC-BH3-promoted
one-step
synthesis
of
disulfides
and
stibine
sulfides
using
odorless
sulfonyl
hydrazides.
The
protocol
tolerates
various
functional
groups
as
well
heterocyclic
compounds.
Mechanistic
studies
show
that
NHC-BH3
plays
two
roles:
(1)
reducing
hydrazides
into
(2)
promoting
the
cross-coupling
chlorostibine
with
disulfides.
synthesized
also
exhibit
satisfactory
anticancer
activity
against
4T1
MDA-MB-231
cancerous
cells.
Language: Английский
Access to tetrahydrocarbazoles via a photocatalyzed cascade decarboxylation/addition/cyclization reaction
Shuai Han,
No information about this author
Zhang Chen,
No information about this author
Yu Guo
No information about this author
et al.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(23), P. 6694 - 6699
Published: Jan. 1, 2024
An
efficient
photocatalyzed
decarboxylative
coupling
of
indolepropionic
acid
NHPI
esters
with
α,β-unsaturated
carbonyl
compounds
has
been
developed,
which
provided
structurally
diverse
tetrahydrocarbozles
in
moderate
to
good
yields.
Language: Английский
Recent Advances in Photoinduced Borylation via N-Heterocyclic Carbene Boryl Radicals
Xiang Liu,
No information about this author
Chen Xu,
No information about this author
Xuesi Zhou
No information about this author
et al.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 28, 2024
Abstract
Organoboron
compounds
are
recognized
as
essential
synthetic
intermediates
in
organic
chemistry
and
have
found
broad
applications
pharmaceutical
materials
science.
In
recent
years,
the
development
of
novel
boronating
reagents
has
opened
new
avenues
for
synthesis
organoboron
compounds.
Among
these,
N-heterocyclic
carbene
boranes
(NHC-boranes),
with
their
unique
advantages,
garnered
sustained
interest
evolved
into
important
precursors
boron-centered
radicals,
participating
a
diverse
array
visible-light-induced
borylation
reactions.
This
short
review
primarily
focuses
on
radical
reactions
involving
NHC-boranes,
summarizing
latest
advancements
field
offering
inspiration
subsequent
research.
1
Introduction
2
Photoinduced
Borylation
via
NHC-Boryl
Radicals
2.1
Polyfluoroarenes
2.2
Arenes
2.3
Alkenes
2.4
Alkynes
2.5
Other
Substrates
3
Conclusion
Future
Prospects
Language: Английский
Complexes of Borane and 1,3,5‐Triazinane‐Derived Carbenes
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(11), P. 2483 - 2488
Published: April 11, 2024
Abstract
Complexes
of
borane
with
six‐membered
N‐heterocyclic
carbenes
derived
from
readily
accessible
1,3,5‐triazinium
salts
are
described.
Similar
to
the
widely
used
imidazolium‐type
complex,
obtained
complexes
behave
as
agents
for
hydrogen
atom
transfer
in
Giese
reaction
and
sources
boryl
radicals
addition
imines.
The
amine
nitrogen
these
does
not
undergo
alkylation,
but
it
can
bind
another
molecule.
Language: Английский
Hydrometallation of C C and C C Bonds. Group-3
Elsevier eBooks,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
Language: Английский
Functionalization of Boranes through Thiol/Oxygen Catalysis†
Hongyi Tao,
No information about this author
Hairong Lyu
No information about this author
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(22), P. 2804 - 2810
Published: July 17, 2024
Comprehensive
Summary
A
greener
and
more
convenient
alternative
to
traditional
methods
for
the
generation
of
thiyl
radical
as
hydrogen
atom
transfer
(HAT)
catalyst
is
developed,
using
molecular
oxygen
oxidize
thiol
without
need
chemical
initiators
or
light
irradiation.
The
thiol/oxygen
catalysis
enables
selective
efficient
difunctionalization
borane.
Language: Английский
Visible-Light-Mediated Radical trans-Hydroboration of Alkynes with NHC Borane
Xin Wu,
No information about this author
Zhang Chen,
No information about this author
Peng Xue
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 19, 2024
Although
the
radical
hydroboration
of
alkenes
with
N-heterocyclic
carbene
(NHC)
borane
is
well
documented,
alkynes,
especially
terminal
remains
challenging.
Herein,
a
photoredox-catalyzed
trans-hydroboration
alkynes
NHC
has
been
developed,
which
provided
various
alkenyl
boron
compounds
in
moderate
to
good
yields.
This
protocol
exhibits
broad
substrate
scope,
as
both
internal
and
were
compatible.
The
synthetic
value
this
method
was
further
demonstrated
by
its
applicability
late-stage
modification
bioactive
molecules.
A
preliminary
mechanism
for
reaction
proposed.
Language: Английский