The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(19), С. 14088 - 14095
Опубликована: Сен. 12, 2023
A
mild
and
concise
method
for
the
synthesis
of
3-trifluoromethylpyrroles
via
base-mediated
[3
+
2]
cycloaddition
N-acyl
α-amino
acids
2-bromo-3,3,3-trifluoropropene
is
described.
N-Acyl
serve
as
1,3-dipole
precursors
without
additional
activating
agents
directly.
high
level
regioselectivity
was
observed,
regardless
electronic
nature
size
substituents
on
1,3-dipoles.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(10), С. 6781 - 6793
Опубликована: Май 11, 2022
Densely
substituted
dihydropyrroles
could
be
synthesized
with
excellent
diastereoselectivity
via
5-exo-trig
cascade
radical
cyclization
to
alkynyl
vinylogous
carbamates.
N-Alkyl/acyl
protected
carbamates
upon
using
thiophenol
gave
pyrroles
as
against
dihydropyrroles,
which
were
formed
N-sulfonyl
protecting
groups.
This
enabled
a
rare
example
wherein
both
dihydropyrrole
and
pyrrole
rings
are
assembled
in
the
same
reaction.
strategy
used
for
synthesis
of
an
unprecedented
adjacent
polyheterocyclic
system
having
furan-thiophene-pyrrole
motif.
When
carbamate
is
embedded
isoindole
moiety,
pyridoisoindole
derivative
was
diastereoselectivity,
instead
expected
pyrroloisoindole
product.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(24), С. 6973 - 6978
Опубликована: Янв. 1, 2022
The
intermolecular
reductive
radical
coupling
of
olefins
with
alkenyl
N-heteroarenes,
employing
an
iron(
iii
)-catalyzed
hydrogen
atom
transfer
strategy,
is
described.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(19), С. 14088 - 14095
Опубликована: Сен. 12, 2023
A
mild
and
concise
method
for
the
synthesis
of
3-trifluoromethylpyrroles
via
base-mediated
[3
+
2]
cycloaddition
N-acyl
α-amino
acids
2-bromo-3,3,3-trifluoropropene
is
described.
N-Acyl
serve
as
1,3-dipole
precursors
without
additional
activating
agents
directly.
high
level
regioselectivity
was
observed,
regardless
electronic
nature
size
substituents
on
1,3-dipoles.