93 research outputs found
Oxidative Radical Addition–Cyclization of Sulfonyl Hydrazones with Simple Olefins by Binary Acid Catalysis
An unprecedented binary acid accelerated
oxidative radical annulation
of sulfonyl hydrazones with simple olefins is described. Notably,
this method provides a novel oxidative radical cycloaddition for the
construction of six-member heterocycles. It offers a rapid and efficient
approach to tetrahydropyridazines which are key structural motifs
in pharmaceutically active compounds
[4 + 2] Cycloaddition of in Situ Generated 1,2-Diaza-1,3-dienes with Simple Olefins: Facile Approaches to Tetrahydropyridazines
A catalyst-free
[4 + 2] annulation process between <i>in situ</i> generated
1,2-diaza-1,3-butadienes and simple olefins has been developed.
Under mild conditions, the reactions afforded 1,4,5,6-tetrahydropyridazines,
which feature a wide range of bioactive compounds, with high yields
(up to 99% yield)
Asymmetric Binary Acid Catalysis: Switchable Enantioselectivity in Enantioselective Conjugate Hydride Reduction
The exchange of the metal ion from Zr(IV) to Fe(III)
leads to a
switch in the enantioselectivity of binary acid-catalyzed conjugate
hydride reductions. In the presence of Hantzsch ester, γ-indolyl
β,γ-unsaturated α-keto esters could be reduced to
the desired (S)- or (R)-products,
respectively, with good to excellent enantioselectivity (up to 98%
ee)
Carbocation Lewis Acid TrBF<sub>4</sub>‑Catalyzed 1,2-Hydride Migration: Approaches to (<i>Z</i>)‑α,β-Unsaturated Esters and α‑Branched β‑Ketocarbonyls
Carbocation
Lewis acid TrBF4-catalyzed 1,2-hydride migration
of α-alkyldiazoacetates themselves or in situ-generated cross-coupling
adducts of aldehydes and α-alkyldiazoacetates has been developed,
affording (Z)-α,β-unsaturated esters
and α-branched β-ketocarbonyls, respectively, in good
yields and with high regioselectivities
Construction of Axially Chiral Styrenes Linking an Indole Moiety by Chiral Phosphoric Acid
Herein we report a chiral phosphoric
acid-catalyzed intermolecular
C2 Friedel–Crafts alkylation reaction between ortho-alkynylnaphthols and various 3-substituted indoles, affording axially
chiral alkenes with up to 93% yields (E/Z > 20:1)
and up to 98% ee under mild reaction condition. Other substituted
indole derivatives could be also tolerated in this system, giving
the corresponding axially chiral alkenes with high yields and in excellent
enantioselectivity
Carbocation Lewis Acid Catalyzed Diels–Alder Reactions of Anthracene Derivatives
The carbocation salt [Ph<sub>3</sub>C][BArF] has been identified
as a viable Lewis acid catalyst for the Diels–Alder reactions
between anthracene derivatives and unsaturated carbonyl compounds
with good selectivity and high efficiency
Colocalization analysis results of AAM and ANM.
Colocalization analysis results of AAM and ANM.</p
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