Articles with "cycloisomerization" as a keyword



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Selective Synthesis of Phenanthrenes and Dihydrophenanthrenes via Gold-Catalyzed Cycloisomerization of Biphenyl Embedded Trienynes.

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Published in 2020 at "Organic letters"

DOI: 10.1021/acs.orglett.0c03067

Abstract: Readily available o'-alkenyl-o-alkynylbiaryls, a particular type of 1,7-enynes, undergo a selective cycloisomerization reaction in the presence of a gold(I) catalyst to give interesting phenanthrene and dihydrophenanthrene derivatives in high yields. The solvent used provokes a… read more here.

Keywords: phenanthrenes dihydrophenanthrenes; dihydrophenanthrenes via; selective synthesis; synthesis phenanthrenes ... See more keywords
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Highly Enantioselective Rhodium(I)-Catalyzed Alder-ene-type Cycloisomerization of 1,7-Enynes.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.1c04171

Abstract: The transition-metal-catalyzed asymmetric cycloisomerization of 1,7-enynes is regarded as a formidable challenge due to the poor ability of 1,7-enynes to serve as bidentate ligands to metal. In this Letter, a highly enantioselective rhodium(I)-catalyzed Alder-ene-type cycloisomerization… read more here.

Keywords: cycloisomerization enynes; enantioselective rhodium; catalyzed alder; cycloisomerization ... See more keywords
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Palladium-Catalyzed Cycloisomerization of 2-Ethynylbiaryls to 9-Methylidene Fluorenes.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c00534

Abstract: A palladium-catalyzed cycloisomerization of 2-ethynylbiaryls to 9-methylidene fluorenes is described for the first time. The cycloisomerization of 2-ethynylbiaryls proceeded smoothly in the presence of weak acid at low temperature to afford 9-methylidene fluorenes in satisfactory… read more here.

Keywords: palladium catalyzed; cycloisomerization ethynylbiaryls; methylidene fluorenes; catalyzed cycloisomerization ... See more keywords
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Synthesis of Trisubstituted Furans via Copper(I)-Catalyzed Strain-Driving Cycloisomerization/Annulative Fragmentation.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c00578

Abstract: The in situ formed furan-fused cyclobutenes via Cu(I)-catalyzed cycloisomerization of readily available allenyl ketones bearing a cyclopropyl moiety are a highly reactive and powerful species, which undergo annulative fragmentation with terminal ynones to afford a… read more here.

Keywords: synthesis trisubstituted; trisubstituted furans; strain; cycloisomerization ... See more keywords
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Cu(I)-Catalyzed Coupling and Cycloisomerization of Diazo Compounds with Terminal Yne-Alkylidenecyclopropanes: Synthesis of Functionalized Cyclopenta[ b]naphthalene Derivatives.

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Published in 2018 at "Organic letters"

DOI: 10.1021/acs.orglett.8b01812

Abstract: A Cu(I)-catalyzed coupling and cycloisomerization of diazo compounds with terminal yne-alkylidenecyclopropanes (ACPs) has been presented. This reaction starts from the formation of an allenic intermediate in the Cu(I)-catalyzed cross-coupling reaction of a diazo compound with… read more here.

Keywords: coupling cycloisomerization; cycloisomerization diazo; yne; cycloisomerization ... See more keywords
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Gold-catalyzed stereoselective cycloisomerization of allenoic acids for two types of common natural γ-butyrolactones

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Published in 2018 at "Nature Communications"

DOI: 10.1038/s41467-018-03894-6

Abstract: Abstractγ-(E)-Vinylic and γ-alkylic γ-butyrolactones are two different types of lactones existing extensively in animals and plants and many of them show interesting biological activities. Nature makes alkylic γ-butyrolactones by many different enzymatic lactonization processes. Scientists… read more here.

Keywords: catalyzed stereoselective; cycloisomerization; allenoic acids; cycloisomerization allenoic ... See more keywords
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An enyne cycloisomerization/[5+1] reaction sequence to synthesize tetrahydroisoquinolinones from enyne-enes and CO.

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Published in 2017 at "Chemical communications"

DOI: 10.1039/c6cc09925d

Abstract: An enyne cycloisomerization/[5+1] reaction sequence was developed to synthesize tetrahydroisoquinolinones from linear enyne-enes and CO. The first step is a gold(i)-catalyzed enyne cycloisomerization, generating six-membered-ring-fused vinylcyclopropanes. The second step is a rhodium(i)-catalyzed [5+1] reaction of… read more here.

Keywords: enyne cycloisomerization; cycloisomerization; reaction; reaction sequence ... See more keywords
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Rapid access to cyclopentadiene derivatives through gold-catalyzed cycloisomerization of ynamides with cyclopropenes by preferential activation of alkenes over alkynes.

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Published in 2017 at "Chemical communications"

DOI: 10.1039/c7cc01368j

Abstract: In this communication, gold-catalyzed intermolecular cycloisomerization of cyclopropenes and ynamides is investigated. The current transformation displayed an activation priority of double bonds over triple bonds by the cationic gold catalyst, giving the corresponding cyclopentadienes in… read more here.

Keywords: rapid access; cycloisomerization; cyclopentadiene derivatives; activation ... See more keywords
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Substituent-dependent generation of tricyclic frameworks by the rhodium-catalyzed cycloisomerization of homopropargyl allene-alkynes: a theoretical study.

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Published in 2020 at "Dalton transactions"

DOI: 10.1039/d0dt00508h

Abstract: Polycyclic compounds having biological activities can be modified by employing different substituents. Substituent-dependent generation of tricyclic frameworks by the rhodium-catalyzed cycloisomerization of homopropargyl allene-alkynes was investigated by using density functional theory calculations. A mechanistic study… read more here.

Keywords: substituent dependent; frameworks rhodium; cycloisomerization; generation tricyclic ... See more keywords

Dirhodium(ii)-catalysed cycloisomerization of azaenyne: rapid assembly of centrally and axially chiral isoindazole frameworks

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Published in 2021 at "Chemical Science"

DOI: 10.1039/d1sc04961e

Abstract: Described herein is a dirhodium(ii)-catalyzed asymmetric cycloisomerization reaction of azaenyne through a cap-tether synergistic modulation strategy, which represents the first catalytic asymmetric cycloisomerization of azaenyne. This reaction is highly challenging because of its inherent strong… read more here.

Keywords: cycloisomerization azaenyne; dirhodium; cycloisomerization; chiral isoindazole ... See more keywords

Asymmetric Synthesis of Spirofuro[2,3-b]azepine-5,3’-indoline Derivatives via Cycloisomerization/[4+3] Annulation Process under Au/N-Heterocyclic Carbene Relay Catalysis

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Published in 2023 at "Organic Chemistry Frontiers"

DOI: 10.1039/d3qo00539a

Abstract: A variety of enantioenriched spirofuro[2,3-b]azepine-5,3’-indoline derivatives (dr > 20:1, up to 96% ee) were facilely synthesized through cycloisomerization/asymmetric formal [4+3] cycloaddition reactions of enyne-amides with isatin-derived enals under gold(I)/chiral N-heterocyclic... read more here.

Keywords: spirofuro azepine; cycloisomerization; azepine indoline; indoline derivatives ... See more keywords