Photocatalytic Thio/Selenosulfonylation–Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3828 - 3833
Published: April 29, 2024
The
photocatalyzed
radical-triggered
thio/selenosulfonylation–bicyclization
of
indole-tethered
1,6-enynes
has
been
established
for
the
first
time,
enabling
synthesis
various
previously
unreported
thio/selenosulfonylated
benzo[c]pyrrolo[1,2,3-lm]carbazoles
with
moderate
to
good
yields
under
mild
conditions.
reaction
pathway
was
proposed,
consisting
energy
transfer,
homolytic
cleavage,
radical
addition,
5-exo-dig,
coupling,
and
a
Mallory
cascade.
This
approach
exhibits
wide
substrate
compatibility
excellent
tolerability
toward
functional
groups
is
characterized
by
its
remarkable
efficiency
in
both
bond
formation
annulation.
Language: Английский
Assembly of Functionalized gem-Difluoroalkenes via Photocatalytic Defluorocyanoalkylation and Defluoroacylation of α-CF3 Styrenes with Oxime Esters
Chi Ai,
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Tao Wang,
No information about this author
Yu Bao
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et al.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
We
report
an
efficient
photocatalytic
protocol
for
the
defluorocyanoalkylation
and
defluoroacylation
of
α-trifluoromethyl
styrenes
by
utilizing
oxime
esters
as
radical
donors,
allowing
preparation
diverse
Language: Английский
Visible Light-Promoted and Catalyst-Controlled α-Aminoalkylation and α-Diaminoalkylation of Morita-Baylis–Hillman Acetates with N-Methyl Arylamines: Divergent Synthesis of N-Containing Alkyl Acrylates and γ,γ-Diaminobutyl Esters
Xiao‐Hong Huang,
No information about this author
Xiao Hu,
No information about this author
Ting-Feng Fu
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 2, 2024
Visible
light-promoted
α-aminoalkyl
radical-triggered
α-aminoalkylation
and
α-diaminoalkylation
of
Morita-Baylis–Hillman
acetates
with
N-methyl
arylamines
to
synthesize
N-containing
alkyl
acrylates
γ,γ-diaminobutyl
esters
was
reported.
Photoinduced
is
carried
out
Na2-eosin
Y
as
an
organophotocatalyst
at
room
temperature
under
metal-
oxidant-free
conditions.
In
particular,
the
performed
via
radical
addition/elimination
followed
by
a
catalyst-controlled
selective
addition
strategy
in
one
step
[Ir(dtbbpy)(bpy)2)]PF6/KF
catalytic
system.
The
reaction
highly
atom-
step-economic,
high
selectivity,
furnishing
butyl
moderate
good
yields
wide
substrate
scope.
Language: Английский
Photoredox-Catalyzed Alkynylation of C(sp3)-H Bonds Adjacent to a Nitrogen Atom of Tertiary Amines with Alkynyl Bromides
Jin‐Long Dai,
No information about this author
Tao Wang,
No information about this author
Hao Yan
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(21), P. 15901 - 15913
Published: Oct. 12, 2024
A
novel
and
robust
alkynylation
of
C(sp3)–H
bonds
adjacent
to
a
nitrogen
atom
tertiary
amines
with
alkynyl
bromides
as
radical
alkynylating
reagents
has
been
realized
under
visible-light
irradiation.
range
variety
including
N-arylamines
N-alkylamine
have
coupled
both
aromatic
aliphatic
furnish
51
examples
propargylamines
in
moderate
excellent
yields
(31–80%
yields).
The
possible
mechanism
was
addition–elimination
process
based
on
preliminary
mechanistic
studies.
Language: Английский
Photo‐catalyzed Stereospecific Synthesis of Trisubstituted Alkenes Incorporating 3,3‐Difluoro‐γ‐Lactams from Morita‐Baylis‐Hillman Acetates and N‐Allylbromodifluoroacetamides
Xi Chen,
No information about this author
Chi Ai,
No information about this author
Yuting Wang
No information about this author
et al.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 1, 2024
Abstract
A
photocatalytic
methodology
has
been
devised
for
the
stereoselective
construction
of
trisubstituted
alkenes
incorporating
3,3‐difluoro‐γ‐lactams
in
17–93%
yields
via
a
radical
cascade
process
utilizing
MBH
acetates
and
N
‐allylbromodifluoroacetamides
as
starting
materials.
The
reaction
mechanism
involves
single‐electron
transfer,
5
‐
exo
trig
cyclization,
addition,
elimination
fashion.
Language: Английский