Mn‐Mediated Radical Cascade Cyclization of 1,6‐Enynes with Arylboronic Acids to Access Dihydrobenzo[b]fluorenones
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(24), С. 4409 - 4414
Опубликована: Дек. 1, 2022
Abstract
Herein,
we
report
the
synthesis
of
functionalized
dihydro‐benzo[
b
]fluorenones
through
a
manganese‐mediated
cascade
radical
cyclization
β
‐alkynyl
propenones
[1,6‐enynes]
with
arylboronic
acids.
In
present
strategy,
in‐situ
generated
aryl
undergoes
chemo‐selective
addition
followed
by
5‐
exo‐trig
cyclization.
The
reaction
is
emphasized
high
atom‐
and
step‐economy
construction
three
new
C−C
bonds
to
access
dihydrobenzo[
in
68–81%
yield
under
mild
conditions.
synthetic
efficacy
developed
method
evidenced
C−N
bonds.
magnified
image
Язык: Английский
Three-component Friedel–Crafts-type difunctionalization of ynamides with (hetero)arenes and iodine(iii) electrophile
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(11), С. 3072 - 3079
Опубликована: Янв. 1, 2024
A
three-component
Friedel–Crafts
type
difunctionalization
of
ynamides
with
an
iodine(
iii
)
electrophile
and
electron-rich
(hetero)arenes
has
been
developed,
enabling
regio-
stereoselective
synthesis
densely
functionalized
enamides.
Язык: Английский
Boron Trifluoride-Mediated Domino Dehydration/Electrophilic Cyclization of Silylalkynols Leading to 2,3-Fused Tricyclic Benzofulvenes
Organic Letters,
Год журнала:
2024,
Номер
26(8), С. 1652 - 1656
Опубликована: Фев. 22, 2024
A
BF3-mediated
domino
dehydration/electrophilic
cyclization
of
silylalkynols
to
form
2,3-fused
tricyclic
benzofulvenes
was
achieved.
In
the
latter
step,
in
situ
generated
BF3·OH2
enables
electrophilic
activation
alkynes.
The
predominant
Z-selectivity
reaction
is
also
discussed.
Язык: Английский
Facile synthesis of diiodoheteroindenes and understanding their Sonogashira cross-coupling selectivity for the construction of unsymmetrical enediynes
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(20), С. 4096 - 4107
Опубликована: Янв. 1, 2024
Electrophile-promoted
cyclizations
of
functionalized
alkynes
offer
a
useful
tool
for
constructing
halogen-substituted
heterocycles
primed
further
derivatization.
Preinstallation
an
iodo-substituent
at
the
alkyne
prior
to
iodo-cyclization
opens
access
Язык: Английский
Study of the iodine-promoted cyclization of 4,5-diethynyl-1,2,3-triazoles for the synthesis of triazole-iodoheterocyclic dyads
Russian Chemical Bulletin,
Год журнала:
2024,
Номер
73(11), С. 3318 - 3323
Опубликована: Ноя. 1, 2024
Язык: Английский
Cationic Iodine（I）-Mediated Electrophilic Cyclization of Alkynes
Journal of Synthetic Organic Chemistry Japan,
Год журнала:
2023,
Номер
81(8), С. 787 - 797
Опубликована: Авг. 1, 2023
Cationic
iodine(I)-mediated
electrophilic
cyclization,
termed
iodocyclization,
allows
ring
formation
and
iodination
at
the
same
time.
In
particular,
iodocyclization
of
alkynes
as
substrates
gives
cyclic
products
containing
C(sp2)-I
bond,
that
would
be
able
to
introduce
various
substituents
by
performing
well-established
cross-coupling
reactions
afterwards.
Thus,
is
suitable
for
diversity-oriented
synthesis
compounds,
has
been
extensively
studied
over
past
few
decades.
On
other
hand,
there
are
many
problems
such
1)
overreaction
caused
iodine
reagents,
2)
poor
selectivity
mode
(endo/exo),
3)
difficulty
cyclization
itself.
The
author
solved
these
systematically
developed
practical
methods
synthesizing
heterocyclic
carbocyclic
rings
using
iodocyclization.
This
article
also
describes
dearomative
spirocyclization
phenol
derivatives
leading
three-dimensional
polycyclic
compounds.
Язык: Английский