Divergent Photosensitizer Controlled Reactions of 4‐Hydroxycoumarins and Unactivated Olefins: Hydroarylation and Subsequent [2+2] Cycloaddition
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(45)
Опубликована: Сен. 26, 2023
Herein,
we
report
a
photoinduced
approach
for
hydroarylation
of
unactivated
olefins
using
4-hydroxycoumarins
as
the
arylating
reagent.
Key
to
success
this
reaction
is
conversion
nucleophilic
into
electrophilic
carbon
radicals
via
photocatalytic
arene
oxidation,
which
not
only
circumvents
polarity-mismatch
issue
encountered
under
ionic
conditions
but
also
accommodates
broad
substrate
scope
and
inhibits
side
reactions
that
were
previously
observed.
Moreover,
divergent
reactivity
was
achieved
by
changing
photocatalyst,
enabling
subsequent
[2+2]
cycloaddition
deliver
cyclobutane-fused
pentacyclic
products
are
otherwise
challenging
access
in
high
yields
with
diastereoselectivity.
Mechanistic
studies
have
elucidated
mechanism
origin
reactivity.
Язык: Английский
Photobleachable coumarin-thioester derivatives with low cytotoxicity as visible-light photoinitiators for free radical and cationic photopolymerization
Progress in Organic Coatings,
Год журнала:
2024,
Номер
191, С. 108404 - 108404
Опубликована: Апрель 3, 2024
Язык: Английский
Construction of HaloTag-based macromolecular probe for multiple logic gates and photoactivatable bioimaging
International Journal of Biological Macromolecules,
Год журнала:
2024,
Номер
278, С. 135043 - 135043
Опубликована: Авг. 24, 2024
Язык: Английский
Visible-light-induced dehydrogenation of dihydroquinolinones via the combination of energy transfer and hydrogen atom transfers
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 19, 2024
A
visible-light-induced
dehydrogenation
of
dihydroquinolinones
was
developed
using
photocatalyst
thioxanthone
(TX)
and
oxidant
tert
-butyl
benzoperoxoate.
Язык: Английский
Divergent Photosensitizer Controlled Reactions of 4‐Hydroxycoumarins and Unactivated Olefins: Hydroarylation and Subsequent [2+2] Cycloaddition
Angewandte Chemie,
Год журнала:
2023,
Номер
135(45)
Опубликована: Сен. 26, 2023
Abstract
Herein,
we
report
a
photoinduced
approach
for
hydroarylation
of
unactivated
olefins
using
4‐hydroxycoumarins
as
the
arylating
reagent.
Key
to
success
this
reaction
is
conversion
nucleophilic
into
electrophilic
carbon
radicals
via
photocatalytic
arene
oxidation,
which
not
only
circumvents
polarity‐mismatch
issue
encountered
under
ionic
conditions
but
also
accommodates
broad
substrate
scope
and
inhibits
side
reactions
that
were
previously
observed.
Moreover,
divergent
reactivity
was
achieved
by
changing
photocatalyst,
enabling
subsequent
[2+2]
cycloaddition
deliver
cyclobutane‐fused
pentacyclic
products
are
otherwise
challenging
access
in
high
yields
with
diastereoselectivity.
Mechanistic
studies
have
elucidated
mechanism
origin
reactivity.
Язык: Английский