Journal of the American Chemical Society,
Год журнала:
2022,
Номер
144(19), С. 8498 - 8503
Опубликована: Май 9, 2022
The
Matteson-type
reactions
have
received
increasing
interest
in
constructing
complex
organic
molecules
via
iterative
synthetic
strategies;
however,
the
current
tactics
are
almost
exclusively
based
on
homologation
of
pure
carbon
chains.
Here,
we
report
development
oxa-Matteson
reaction
that
enables
sequential
oxygen
and
carbenoid
insertions
into
diverse
alkyl-
arylboronates.
It
offers
a
distinct
entry
to
wide
range
boron-substituted
ethers.
utilities
this
method
demonstrated
preparation
various
functional
ethers,
asymmetric
synthesis
an
acetyl-CoA-carboxylase
inhibitor,
programmable
construction
polyethers.
Journal of the American Chemical Society,
Год журнала:
2022,
Номер
144(28), С. 12961 - 12969
Опубликована: Июль 6, 2022
Bicyclo[1.1.1]pentane
(BCP)
motifs
as
para-disubstituted
aryl
bioisosteres
are
playing
an
emerging
role
in
pharmaceutical,
agrochemical,
and
materials
chemistry.
The
vast
majority
of
these
structures
is
obtained
from
a
BCP
electrophile
or
nucleophile,
which
themselves
derived
[1.1.1]propellane
via
cleavage
the
internal
C–C
bond
through
addition
either
radicals
metal-based
nucleophiles.
Compared
with
current
stepwise
approaches,
multicomponent
reaction
that
provides
direct
access
to
complex
diverse
disubstituted
products
would
be
more
attractive.
Herein,
we
report
single-step,
approach
synthetically
versatile
arylated
nickel/photoredox
catalysis.
Importantly,
this
three-component
process
allows
two
bonds
formed
single
step
sets
three
quaternary
centers,
unprecedented
any
previously
reported
methods.
method
has
been
demonstrated
allow
architectures
halide
radical
precursor
substrates.
Nature Chemistry,
Год журнала:
2023,
Номер
15(8), С. 1155 - 1163
Опубликована: Июнь 5, 2023
Abstract
The
ortho
-substituted
phenyl
ring
is
a
basic
structural
element
in
chemistry.
It
found
more
than
three
hundred
drugs
and
agrochemicals.
During
the
past
decade,
scientists
have
tried
to
replace
bioactive
compounds
with
saturated
bioisosteres
obtain
novel
patentable
structures.
However,
most
of
research
this
area
has
been
devoted
replacement
para
ring.
Here
we
developed
improved
physicochemical
properties:
2-oxabicyclo[2.1.1]hexanes.
Crystallographic
analysis
revealed
that
these
structures
indeed
similar
geometric
properties.
Replacement
marketed
agrochemicals
fluxapyroxad
(BASF)
boscalid
2-oxabicyclo[2.1.1]hexanes
dramatically
their
water
solubility,
reduced
lipophilicity
importantly
retained
bioactivity.
This
work
suggests
an
opportunity
for
chemists
medicinal
chemistry
agrochemistry.
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 10, 2025
N-Sulfonyl
hydrazones
have
been
extensively
used
as
operationally
safe
carbene
precursors
in
modern
organic
synthesis
due
to
their
ready
availability,
facile
functionalization,
and
environmental
benignity.
Over
the
past
two
decades,
there
has
tremendous
progress
chemistry
of
N-sulfonyl
presence
transition
metal
catalysts,
under
metal-free
conditions,
or
using
photocatalysts
photoirradiation
conditions.
Many
transfer
reactions
are
unique
cannot
be
achieved
by
any
alternative
methods.
The
discovery
novel
development
highly
enantioselective
new
skeletal
editing
represent
notable
recent
achievements
hydrazones.
This
review
describes
overall
made
hydrazones,
organized
based
on
reaction
types,
spotlighting
current
state-of-the-art
remaining
challenges
addressed
future.
Special
emphasis
is
devoted
identifying,
describing,
comparing
scope
limitations
methodologies,
key
mechanistic
scenarios,
potential
applications
complex
molecules.
