A Mechanistic Perspective on Photocatalytic EnT-Enabled C3-N-Heteroarylation of Aryl Quinoxaline via C(sp2)–C(sp2) Coupling
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 11, 2025
An
EnT-mediated
C3-N-heteroarylation
of
2-aryl
quinoxalines
via
decarboxylative
radical-radical
cross-coupling
(C(sp2)-C(sp2))
with
oxime
esters
is
presented.
Upon
photoactivation,
the
triplet
energy
photocatalyst
transferred
to
both
reacting
partners
(oxime
ester
and
2-phenylquinoxaline).
The
excited
undergoes
fragmentation
a
C-centered
N-heteroaryl
radical
an
N-centered
imine
radical.
former
attacks
C3
site
quinoxaline
diradical,
while
latter
acts
as
hydrogen
atom
abstractor
(HAA).
Computational
studies
revealed
that
C-C
bond
formation
heteroaryl
energetically
more
favorable
than
C-N
formation.
Language: Английский
Electron-donor-acceptor (EDA) complex-driven regioselective vicinal and oxidative geminal functionalization of alkynes†
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
A
visible-light-initiated
electron-donor-acceptor
(EDA)
complex-driven
regioselective
vicinal
and
oxidative
geminal
thiosulfonylation
of
alkynes
is
presented.
Organic
thiosulfonates
act
as
an
acceptor,
producing
either
sulfonyl
(RSO
Language: Английский
Solvent Dictated Organic Transformations
Chemistry - An Asian Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 7, 2024
Solvent
plays
an
important
role
in
many
chemical
reactions.
The
C-H
activation
has
been
one
of
the
most
powerful
tools
organic
synthesis.
These
reactions
are
often
assisted
by
solvents
which
not
only
provide
a
medium
for
but
also
facilitate
reaching
to
product
stage.
solvent
helps
reaction
profile
both
chemically
and
energetically
reach
targeted
product.
Organic
transformations
via
from
assistance
perspective
discussed
this
review.
Various
such
as
tetrahydrofuran
(THF),
MeCN,
dichloromethane
(DCM),
dimethoxyethane
(DME),
1,2-dichloroethane
(1,2-DCE),
dimethylformamide
(DMF),
dimethylsulfoxide
(DMSO),
isopropyl
nitrile
(
Language: Английский