Copper-Catalyzed Cross-Coupling of Bicyclobutanes with Triftosylhydrazone Leading to Skipped Dienes
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 4, 2025
Here,
we
report
a
protocol
for
the
synthesis
of
skipped
dienes
through
cross-coupling
bicyclo[1.1.0]butanes
with
trifluoromethyl
triftosylhydrazones.
The
reaction
is
run
using
TpBr3Cu(NCMe)
as
catalyst
to
give
access
library
trifluoromethylated
(32
examples,
≤98%
yield)
excellent
E/Z
selectivity
under
mild
and
operationally
safe
conditions.
presented
methods
proved
be
compatible
various
functionalized
Language: Английский
Ag(I)-Catalyzed Tandem Cyclization–Cycloaddition–Isomerization Reaction of 2-Alkynylbenzaldoxime with Bicyclobutane: A Route to Multiply Substituted Cyclobutanols
Yi Cao,
No information about this author
Huanping Xie,
No information about this author
Yi Zhou
No information about this author
et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 1, 2025
Multiply
substituted
cyclobutanols
are
pivotal
synthetic
intermediates
for
constructing
complex
molecular
architectures
via
ring-opening
strategies.
The
development
of
efficient
methods
these
valuable
building
blocks
has
garnered
significant
interest
in
the
chemical
community.
In
this
work,
we
have
described
a
novel
silver(I)-catalyzed
tandem
cyclization–cycloaddition–isomerization
sequence
with
bicyclobutanes
and
2-alkynylbenzaldoximes,
which
offered
an
effective
route
to
multiply
cyclobutanols.
This
protocol
features
mild
conditions,
remarkable
stereospecificity,
broad
substrate
scope,
excellent
functional
group
tolerance.
addition,
application
potential
reaction
was
readily
proven
by
its
high
efficiency
reactants
bearing
biological
moieties
scale-up
experiments.
Language: Английский