Brønsted-acid-mediated cyclocondensation towards dihydro-1-benzazepines
Tetrahedron Letters,
Год журнала:
2025,
Номер
162, С. 155572 - 155572
Опубликована: Апрель 10, 2025
Язык: Английский
Silver- and Base-Enabled SOMOphilic Alkynylation of Alkylboronic Acids with Bromoalkynes
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 8, 2025
Alkynyl-containing
molecules
hold
significant
importance
in
organic
synthesis,
drug
discovery,
and
materials
science.
Herein,
we
report
an
efficient
protocol
for
the
C(sp)-C(sp3)
cross-coupling
of
bromoalkynes
with
primary,
secondary,
tertiary
alkylboronic
acids.
Mechanistic
experiments
suggest
that
silver
base
enable
generation
alkyl
radical
intermediate
from
acid
then
undergo
a
cascade
α-addition
β-elimination
alkynyl
bromides,
leading
to
construction
bonds.
This
strategy
features
readily
available
starting
materials,
diverse
substrates,
mild
easily
handled
reaction
conditions.
Язык: Английский
Seven-membered ring systems
Progress in heterocyclic chemistry,
Год журнала:
2024,
Номер
unknown, С. 485 - 496
Опубликована: Янв. 1, 2024
Homologation of Alkenyl Carbonyls via a Cyclopropanation/Light‐Mediated Selective C‐C Cleavage Strategy
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 31, 2024
We
report
herein
our
studies
on
the
direct
photoactivation
of
carbonyl
cyclopropanes
to
give
biradical
intermediates,
leading
selective
cleavage
more
substituted
carbon-carbon
bond.
Depending
substrate
structure,
extended
alkenes
were
isolated
or
directly
reacted
in
a
photo-Nazarov
process
bicyclic
products.
Based
these
results,
unified
reductive
ring-opening
reaction
was
developed
by
using
diphenyl
disulfide
as
hydrogen
atom
transfer
(HAT)
reagent.
By
performing
sequential
cyclopropanation/selective
ring
opening
reaction,
we
achieved
CH
Язык: Английский
Homologation of Alkenyl Carbonyls via a Cyclopropanation/Light‐Mediated Selective C‐C Cleavage Strategy
Angewandte Chemie,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 31, 2024
Abstract
We
report
herein
our
studies
on
the
direct
photoactivation
of
carbonyl
cyclopropanes
to
give
biradical
intermediates,
leading
selective
cleavage
more
substituted
carbon‐carbon
bond.
Depending
substrate
structure,
extended
alkenes
were
isolated
or
directly
reacted
in
a
photo‐Nazarov
process
bicyclic
products.
Based
these
results,
unified
reductive
ring‐opening
reaction
was
developed
by
using
diphenyl
disulfide
as
hydrogen
atom
transfer
(HAT)
reagent.
By
performing
sequential
cyclopropanation/selective
ring
opening
reaction,
we
achieved
CH
2
insertion
into
α,β
bond
both
acyclic
and
cyclic
unsaturated
compounds.
Our
protocol
provides
further
tool
for
modification
carbon
framework
organic
compounds,
complementing
recent
progress
“skeletal
editing”.
Язык: Английский