Arylation of α‐Imino Ketones and their Cyclization with Allenoates: Direct Access to Sterically Hindered Pyrroles
Asian Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 28, 2025
Abstract
Herein,
we
report
a
calcium‐catalyzed,
one‐pot,
four‐component
reaction
to
synthesize
diversely
substituted
pyrroles.
This
atom‐economy
involves
sequence
of
reactions
that
proceed
via
in
situ
formation
α
‐
imino
ketones,
Friedel‐Crafts
arylation,
aza‐cyclization,
and
aromatization
the
single
pot.
The
showed
broad
substrate
scope
with
good
yields.
We
demonstrated
gram‐scale
synthesis
post‐synthetic
modifications.
Language: Английский
Pd-Catalyzed Decarbonylative sp2 C–H Arylation: Construction of Five- and Six-Membered (Hetero)Cyclic Compounds
Shan‐Shan Zhang,
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Mengjie Cen,
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Chenglong Li
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(22), P. 4660 - 4665
Published: May 24, 2024
The
cyclic
compounds
have
wide
applications
in
the
design
and
synthesis
of
drugs
materials;
thus,
their
efficient
construction
attracts
much
attention
from
synthetic
community.
In
this
letter,
we
report
an
method
for
preparing
starting
readily
available
carboxylic
acids.
This
reaction
takes
place
through
intramolecular
decarbonylative
sp2
C–H
arylation,
enabling
a
range
five-
six-membered
compounds.
Both
carbo-
heterocycles
can
be
produced
under
conditions.
Moreover,
features
substrate
scope
with
high
functional
group
tolerance.
scale-up
experiments
also
show
its
practicality
organic
synthesis.
Those
experimental
results
indicate
that
would
find
Language: Английский
Enantioselective Palladium-Catalyzed Domino Carbonylative Heck Esterification of o-Iodoalkenylbenzenes with Arylboronic Acids
Yaodu Zhang,
No information about this author
Ming Chen,
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Yang Li
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et al.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(45), P. 8110 - 8115
Published: Nov. 3, 2023
The
current
investigation
presents
an
innovative
palladium-catalyzed
asymmetric
carbonylative
Heck
esterification
method.
This
approach
facilitates
the
efficient
synthesis
of
various
chiral
γ-ketoacid
esters
by
utilizing
o-alkenyliodobenzenes
and
arylboronic
acids
as
primary
substrates.
reaction
achieves
creation
three
carbon–carbon
bonds,
two
carbon–oxygen
establishment
a
quaternary
carbon
center
within
single
step.
α-chiral
were
obtained
in
yields
ranging
from
good
to
high
yields,
displaying
enantiomeric
excesses
(ee's)
levels
up
92%
under
mild
conditions.
Language: Английский
Recent advances in cyclization reactions via catalytic allylic substitution for the asymmetric synthesis of heterocyclic compounds
Bendu Pan,
No information about this author
Chitreddy V. Subba Reddy,
No information about this author
Yunru Wu
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et al.
Tetrahedron Letters,
Journal Year:
2024,
Volume and Issue:
141, P. 155071 - 155071
Published: April 17, 2024
Language: Английский
Mechanistic Analysis of Diverse Click reactions along with their Applications
Souful Bhatia,
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Avadh Biharee,
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Souren Mondal
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et al.
European Journal of Medicinal Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown, P. 117800 - 117800
Published: May 1, 2025
Language: Английский
“In-Water” Three-Component One-Pot Reaction for the Facile Synthesis of Densely Functionalized 2,3-Dihydro-1H-pyrrol-2-ols and Mechanistic Insight
Saigal Saigal,
No information about this author
Nallakantham Sudheer,
No information about this author
Subash C. Sahoo
No information about this author
et al.
ACS Sustainable Chemistry & Engineering,
Journal Year:
2024,
Volume and Issue:
12(35), P. 13336 - 13351
Published: Aug. 22, 2024
An
environmentally
friendly
multicomponent
reaction
strategy
for
the
synthesis
of
functionally
rich
all-carbon
substituted
2,3-dihydro-1H-pyrrol-2-ols
"in-water"
at
room
temperature
has
been
reported.
Water
plays
an
indispensable
role
in
presence
readily
available
catalytic
surfactants
sodium
dioctylsulfosuccinate
and
dodecyl
sulfate
to
effectuate
transformation,
as
proved
by
inferior
results
obtained
organic
solvents.
A
wide
display
substrate
scope
functional
group
compatibility
permits
diversity
generation
a
mild
operationally
simple
fashion.
High
product
yields,
fast
rate,
recoverability/recyclability
catalysts,
high
TON/TOF,
ease
purification
final
products
filtration,
AE
values,
excellent
E-factor
count
with
score
low
possible
highlight
"greenness"
this
approach.
Feasibility
"gram-scale"
synthetic
elaboration
offer
notable
advantages.
The
mechanistic
understanding
intercepting
labile
"imine"
intermediate
realized
through
sequence
imine
formation
Mannich-type
followed
intramolecular
N-cyclization.
Language: Английский
Recent Advances in The Electrochemical Functionalization of N-heterocycles
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
The
review
aims
to
provide
a
clear
picture
of
the
possible
electron
transfer
pathways,
electrochemical
behavior
different
N-heterocycles,
and
functionalization
reagents
achieve
desired
functionalization/modification
N-heterocycles.
Language: Английский