Photodriven Radical-Polar Crossover Cyclization Strategy: Synthesis of Pyrazolo[1,5-a]pyridines from Diazo Compounds
Organic Letters,
Год журнала:
2024,
Номер
26(12), С. 2511 - 2516
Опубликована: Март 20, 2024
This
work
demonstrates
the
synthesis
of
a
variety
perfluoroalkyl
heterocycles
via
visible-light-driven
radical-polar
crossover
cyclization
strategy.
In
this
process,
single-electron
reduction/SNV-type/cyclization
sequences
follow
radical
addition
reaction
diazoester,
which
differs
from
current
role
diazoesters
as
precursors/acceptors.
transformation
excellent
functional
group
compatibility
and
allows
for
modification
many
bioactive
molecules
with
diazoesters.
Such
could
represent
novel
approach
to
photochemical
diazo
compounds.
Язык: Английский
Construction of Diverse Fused Chromene Frameworks via Isocyanide-Based Three-Component Reaction
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(15), С. 10854 - 10866
Опубликована: Июль 12, 2024
A
convenient
synthetic
protocol
for
diverse
fused
chromenes
was
successfully
developed
by
a
three-component
reaction
of
alkyl
isocyanides,
dialkyl
but-2-ynedioates,
and
various
cyclic
1,3-dipolarophiles
containing
Язык: Английский
Condition‐Controlled Selective Synthesis of CF3‐Chromene and CF3‐Benzofuran from N‐Phenoxyacetamide and CF3‐Ynone
Huihang Hou,
Shengnan Yan,
Yuanshuang Xu
и другие.
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 27, 2025
Comprehensive
Summary
Presented
herein
is
a
condition‐controlled
selective
synthesis
of
CF
3
‐chromene
and
‐benzofuran
based
on
the
reaction
N
‐phenoxyacetamide
‐ynone.
When
carried
out
in
MeOH
under
catalysis
Rh(III),
formed
via
C—H
metalation‐initiated
alkenylation,
acetamide
group
migration
intramolecular
oxo
‐nucleophilic
addition.
On
other
hand,
when
run
DMSO
promotion
CsOAc,
generated
aza
‐Michael
addition‐initiated
[3,3]‐σ
rearrangement,
addition
water
elimination.
To
our
knowledge,
this
first
report
construction
chromene
or
benzofuran
scaffold
along
with
introduction
unit
from
same
starting
materials.
The
methodology
was
scalable
products
could
be
readily
transformed
into
valuable
products.
Moreover,
thus
obtained
possess
decent
anticancer
activity.
Язык: Английский
Recent Advances in Transition‐Metal Catalyzed Synthesis of N‐Heterocycles using Solvent‐Carbon (C1) Synthons
ChemCatChem,
Год журнала:
2024,
Номер
unknown
Опубликована: Май 27, 2024
Abstract
Nitrogen‐containing
heterocycles
represent
fundamental
components
found
in
a
myriad
of
natural
compounds,
pharmaceuticals,
tailored
bioactive
substances,
and
agrochemicals.
In
recent
decades,
the
field
synthetic
chemistry
has
prioritized
these
directing
considerable
research
endeavour
toward
developing
efficient
concise
methodologies
for
their
synthesis.
Consequently,
there
is
growing
interest
pioneering
novel
approaches
to
fabricate
immensely
coveted
structural
motifs.
Transition
metal‐catalyzed
reactions
leveraging
solvents
as
carbon
(C1)
synthons
offer
notable
advantages,
including
streamlined
processes,
enhanced
atom
economy,
environmental
sustainability.
This
review
sheds
light
on
advancements
utilization
collective
such
methanol
(alongside
other
alcohols),
N,N
‐dimethylethanolamine
(DMEA),
triethylamine
(TEA)
(in
conjunction
with
amines),
tetrahydrofuran
(THF),
toluene,
dichloromethane
(DCM),
dimethyl
sulfoxide
(DMSO),
dimethylformamide
(DMF)
C1
synthons,
serving
foundational
units
synthesis
N
‐heterocycles,
quinazolinone,
quinazoline,
quinoxaline,
pyridine,
pyrimidine,
among
others.
Various
reaction
conditions
employing
diverse
transition
metals,
coupling
partners,
or
reagents,
reported
literature,
have
been
explored.
Язык: Английский
Regioselective Annulation of 3(5)‐Aminopyrazole with Aryl Ketones or Aryl Alkynes Using <i>N</i>,<i>N</i>‐Dimethylethanolamine as a Single/Triple Carbon Synthon
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(17), С. 3591 - 3596
Опубликована: Июнь 19, 2024
Abstract
An
efficient
and
regioselective
cyclization
for
construction
of
pyrazolo[3,4‐
b
]pyridines
methylene‐bridged
bis(pyrazolo[1,5‐
a
]pyrimidines)
has
been
established.
It
involves
[3+2+1]
annulation
3(5)‐aminopyrazole,
N,N
‐dimethylethanolamine
(DMEA),
with
1,2‐insertion
aryl
methyl
ketones
or
2,1‐insertion
alkynes.
DMEA
is
oxidized
through
C(
sp
3
)‐H
activation
to
provide
single
triple
carbon
source.
Язык: Английский
Synthesis of N-heterocyclic compounds using N,N-dimethylacetamides as an electrophilic carbon source
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(43), С. 8617 - 8624
Опубликована: Янв. 1, 2024
In
this
study,
N-heterocyclic
compounds
were
synthesized
using
nitrogen-containing
nucleophilic
substrates
and
electrophilic
carbon
sources
derived
from
Язык: Английский
Eco-Friendly alpha,beta-C(sp3)-H Difunctionalization of Tertiary Amines via Sequential [1,5]-Hydride Transfer and Hetero-Diels-Alder Cyclization
Chemical Communications,
Год журнала:
2024,
Номер
60(77), С. 10712 - 10715
Опубликована: Янв. 1, 2024
An
unprecedented
eco-friendly
multi-component
domino
reaction
for
the
synthesis
of
novel
Язык: Английский