European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(44)
Published: Oct. 14, 2024
Abstract
A
simple
base
mediated,
highly
regioselective
1,4‐hydroamidation
of
β
‐CF
3
‐1,3‐enynamides
with
secondary
amides
for
synthesis
tri‐substituted
γ
‐allenamides
compounds
was
developed.
N
‐alkyl
sulfonamides
are
generally
good
candidates
the
present
transformation.
could
be
employed
potential
value‐added
such
as
fluorinated
halogenated
pyrrole,
tetrahydroquinoline
and
2‐CF
‐putrescine
derivatives.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(11), P. 7419 - 7430
Published: March 6, 2024
The
first
earth-abundant
transition
metal
Ni-catalyzed
highly
regio-
and
enantioselective
semihydrogenation
of
racemic
tetrasubstituted
allenes
via
a
kinetic
resolution
process
as
challenging
task
was
well
established.
This
protocol
furnishes
expedient
access
to
diversity
structurally
important
enantioenriched
chiral
allylic
molecules
with
high
regio-,
enantio-,
Z/E-selectivity.
Remarkably,
this
proceeded
one
carbon–carbon
double
bond
allenes,
which
regioselective
complementary
the
Rh-catalyzed
asymmetric
version.
Deuterium
labeling
experiments
density
functional
theory
(DFT)
calculations
were
carried
out
reveal
reasonable
reaction
mechanism
explain
regio-/stereoselectivity.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(15), P. 2955 - 2959
Published: April 3, 2024
An
Eosin
Y-catalyzed
visible
light-promoted
1,4-peroxidation–sulfonylation
of
enynones
was
achieved
to
give
tetrasubstituted
allenes.
The
photoredox
catalysis
Y
allowed
the
concomitant
formation
peroxy
and
sulfonyl
radicals,
where
preferential
radical
addition
alkene
moiety
resulted
in
subsequent
α-keto
radical–sulfonyl
cross
couplings.
developed
demonstrates
a
regioselective
1,4-diradical
strategy,
opening
up
new
possibility
diradical
functionalization
conjugate
systems.
Catalysis Science & Technology,
Journal Year:
2024,
Volume and Issue:
14(18), P. 5143 - 5160
Published: Jan. 1, 2024
This
review
article
summarizes
the
visible
light
mediated
synthesis
of
allenes
from
substrates
like
1,3-enynes,
propargylic
carbonates,
homopropargylic
alcohols,
oxalates,
alkynyl
diazo
compounds,
and
terminal
aziridines.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
11(2), P. 348 - 357
Published: Nov. 22, 2023
Divergent
synthesis
of
spirooxindoles
and
furan-containing
oxindoles
via
base-controlled
palladium
catalysis
was
achieved.
The
key
intermediates,
allene
insertion,
Pd–carbene
migratory
insertion
are
supported
by
DFT
calculations.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(32), P. 6543 - 6549
Published: Jan. 1, 2024
We
introduce,
for
the
first
time,
an
inorganic
base-mediated
cyclization
and
auto-oxidation
of
bisallenones/bisalkynones.
This
reaction
is
realized
under
mild
conditions
through
precise
control
base
atmosphere,
providing
a
wide
range
structurally
diverse
fused-pyran
derivatives
with
moderate
to
excellent
yields.
Utilizing
KOH
as
initiator
nitrogen
series
novel
cyclohexane-fused
pyran
was
obtained
primary
product.
In
contrast,
aerobic
Na
Chemistry Letters,
Journal Year:
2024,
Volume and Issue:
53(9)
Published: Aug. 23, 2024
Abstract
Allenoates
are
versatile
reagents
that
can
be
used
for
numerous
(formal)
cycloaddition
reactions
under
(chiral)
Lewis
base
catalysis.
Most
commonly,
the
catalysts
of
choice
phosphines,
amines,
and
N-heterocyclic
carbenes.
We
have
recently
established
use
readily
available
chiral
isochalcogenoureas
as
asymmetric
(4
+
2)-heterocycloadditions
allenoates
with
various
vinylogous
acceptors.
This
represents
a
complementary
approach
allenoate
activation
gives
access
to
highly
functionalized
dihydropyrans
good
excellent
enantioselectivities
diastereoselectivities.
