Molecules,
Journal Year:
2022,
Volume and Issue:
27(21), P. 7213 - 7213
Published: Oct. 25, 2022
Cis-alkenes
are
ubiquitous
in
biological
molecules,
which
makes
it
greatly
significant
to
develop
efficient
methods
toward
construction
of
cis-olefins.
Herein,
we
reported
a
facile
semi-hydrogenation
alkynes
cis-alkenes
an
way
with
cuprous
bromide/tributylphosphine
as
the
catalyst
and
bis(pinacolato)diboron/methanol
hydrogen
donor.
The
method
features
convenient
reaction
conditions,
wide
substrate
scope,
high
yields,
stereoselectivity.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(5)
Published: April 8, 2023
Abstract
Ring‐fused
polycyclic
structures
widely
exist
in
a
myriad
of
natural
products
and
pharmaceutical
molecules.
Consequently,
the
construction
such
from
readily
available
substrates
becomes
an
important
researching
topic
organic
synthesis.
Triggered
by
addition
radicals
to
(activated
or
unactivated)
double
bonds
alkenes,
subsequent
intramolecular
addition/cyclization
leads
compounds.
Following
this
procedure,
variety
functionalized
ring‐fused
were
formed.
Great
achievements
have
been
witnessed
recently.
Those
works
provided
efficient,
atom
economy,
operational
simple
approaches
toward
versatile
alkene‐based
substrates.
Here,
we
summarized
recent
on
formation
via
radical‐triggered
cascade
reactions
alkenes.
Construction
with
no
less
than
3
fused
rings
developed
during
last
decade
included
Review,
corresponding
mechanisms
also
discussed.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3509 - 3524
Published: Feb. 16, 2024
A
photocatalytic
annulation
cascade
of
unactivated
N-alkene-linked
indoles
with
Langlois'
reagent
by
a
radical
relay
is
developed
at
room
temperature
under
blue
LED
irradiation.
The
reaction
afforded
series
tri/difluoromethylated
pyrrolo[1,2-a]indoles
in
moderate
to
good
yields.
DFT
study
suggests
that
the
ascribed
rhodamine
6G-induced
cyclization
involving
vinyl
addition-radical
and
hydrogen-atom-abstraction
(HAA)
processes,
interestingly,
are
applied
as
fluorescent
dyes
into
fluorescence
spectrum
live-cell
imaging.
This
paper
represents
an
initial
example
on
cascades
HAA
process.
ACS Materials Letters,
Journal Year:
2023,
Volume and Issue:
5(3), P. 783 - 797
Published: Feb. 6, 2023
Hydrogen
(H2)
has
drawn
extensive
attention
due
to
its
superior
gravimetric
capacity
density
and
eco-friendly
nature.
Nowadays,
hydrogen
is
mainly
produced
by
the
steam
reforming
of
natural
gas,
a
process
that
leads
massive
emissions
greenhouse
gases.
Very
recently,
H2
evolution
upon
hydrolysis
diboranes
(e.g.,
B2(OH)4
B2pin2)
promising
because
both
H
atoms
released
are
obtained
from
water.
This
different
sodium
borohydride,
dimethylaminoborane,
ammonia
borane,
tetramethyldisiloxane,
where
an
generated
with
only
one
atom
H2O
other
storage
materials.
Importantly,
diborane
in
D2O
could
provide
easy
simple
method
for
D2
evolution.
In
this
minireview,
overview
extraordinary
emphasis
on
recent
developments
mechanism
study
applications
presented.
The
future
research
perspectives
have
been
suggested
commercialization
as
well.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(22), P. 4583 - 4588
Published: Feb. 11, 2024
The
iron-mediated
hydrogen
atom
transfer
(HAT)
reaction
is
efficaciously
employed
for
the
synthesis
of
dihydropyrroloindoles
and
dihydropyrrolizines
via
5-exo-trig
radical
cyclization
where
indoles
pyrroles
are
used
as
an
acceptor.
This
approach
has
also
been
extended
tetrahydrocyclopenta[b]indolones
Baldwin-disfavored
5-endo-trig
pathway.
formal
bruceolline
J
total
bruceollines
E
H
have
expeditiously
carried
out
by
employing
former
strategy.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(26), P. 5259 - 5263
Published: Jan. 1, 2022
A
polychloromethylation-initiated
cyclization
of
N
-allyl-indoles
towards
pyrrolo[1,2-
a
]indoles
was
developed
using
CH
2
Cl
and
CHCl
3
as
the
di-
trichloromethyl
radical
sources.
European Journal of Inorganic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(11)
Published: Feb. 24, 2023
Abstract
Diboron
compounds
with
a
B−B
bond,
discovered
B
2
Cl
4
century
ago,
have
been
developed
only
since
the
turn
of
this
for
catalyzed
borylation
reactions,
mostly
well‐know
reagent
bis(binacolato)diboron,
(B
pin
).
On
other
hand,
chemistry
tetrahydroxydiboron
(THDB),
also
named
bis‐boric
acid,
is
relatively
underdeveloped.
In
review,
properties
THDB
as
borylation,
reductant
(including
transfer
hydrogenation),
catalyst,
source
radicals
and
generator
H
from
water
upon
hydrolysis
are
summarized.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 9123 - 9129
Published: June 28, 2023
A
method
for
the
construction
of
heterocyclic
scaffold
2,3-dihyro-1H-pyrrolo[1,2-a]indoles
via
arylsulfonyl
radical-triggered
cascade
cyclization
unactivated
alkene-tethered
indoles
in
absence
any
external
photocatalyst
has
been
developed.
This
protocol
features
easily
accessible
starting
materials
such
as
sodium
metabisulfite
and
aryldiazonium
tetrafluoroborates
at
room
temperature
offers
good
functional
group
compatibility,
enabling
introduction
various
functionalized
sulfonyl
azo
groups
into
pyrrolo[1,2-a]indoles.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(35), P. 7079 - 7084
Published: Jan. 1, 2023
Polychloromethylative
cyclization
of
N-alkenyl
indoles
was
developed
under
metal-free
conditions
to
afford
tricyclic
pyridoindolones
and
pyrroloindolones
in
moderate
good
yields.
In
the
reaction,
commercially
available
CHCl3
CH2Cl2
were
employed
as
tri-
dichloromethyl
radical
sources.
Moreover,
dichloromethylated
polycyclic
benzoimidazoles
can
also
be
obtained
standard
conditions.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 3, 2025
The
allylation
of
carbonyl
compounds
to
form
homoallylic
alcohols
represents
one
the
significant
synthetic
transformations.
In
this
letter,
we
describe
a
new
method
for
aldehydes
with
allyl
facilitated
by
nickel
chloride
and
tetrahydroxydiboron.
This
approach
offers
mild
straightforward
procedure
synthesis
from
ketones.