Selective Synthesis of Phenanthrenes and Dihydrophenanthrenes via Gold-Catalyzed Cycloisomerization of Biphenyl Embedded Trienynes.
Sign Up to like & getrecommendations! 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
Highly Enantioselective Rhodium(I)-Catalyzed Alder-ene-type Cycloisomerization of 1,7-Enynes.
Sign Up to like & getrecommendations! 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
Palladium-Catalyzed Cycloisomerization of 2-Ethynylbiaryls to 9-Methylidene Fluorenes.
Sign Up to like & getrecommendations! 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
Synthesis of Trisubstituted Furans via Copper(I)-Catalyzed Strain-Driving Cycloisomerization/Annulative Fragmentation.
Sign Up to like & getrecommendations! 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
Photo- and Cobalt-Catalyzed Cycloisomerization of Unsaturated Guanidines, (Iso-)Ureas, and Carbonates
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DOI: 10.1021/acs.orglett.4c04695
Abstract: We report intramolecular photocatalyzed cycloisomerization of unactivated olefins with pendant nucleophiles. The reaction proceeds under mild conditions and utilizes guanidines, ureas, isoureas, isothioureas, and carbonates to yield several different five-, six-, and seven-membered heterocycles. Use… read more here.
Keywords: cycloisomerization; cobalt; catalyzed cycloisomerization; cobalt catalyzed ... See more keywords
Copper(I)-Catalyzed Skeletal Rearrangement-Driven Cycloisomerization of 1,11-Diynes.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c02326
Abstract: Herein, we report a copper(I)-catalyzed skeletal rearrangement-driven cycloisomerization of 1,11-diynes under a mild reaction. This method adopts O-propargyl oxime-containing 1,11-diynes and provides efficient access to functionalized chromeno[4,3-b]pyrroles in high yields and high regioselectivity. Mechanistic studies… read more here.
Keywords: cycloisomerization; catalyzed skeletal; cycloisomerization diynes; skeletal rearrangement ... See more keywords
Cu(I)-Catalyzed Coupling and Cycloisomerization of Diazo Compounds with Terminal Yne-Alkylidenecyclopropanes: Synthesis of Functionalized Cyclopenta[ b]naphthalene Derivatives.
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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
Gold-catalyzed stereoselective cycloisomerization of allenoic acids for two types of common natural γ-butyrolactones
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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
An enyne cycloisomerization/[5+1] reaction sequence to synthesize tetrahydroisoquinolinones from enyne-enes and CO.
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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
Rapid access to cyclopentadiene derivatives through gold-catalyzed cycloisomerization of ynamides with cyclopropenes by preferential activation of alkenes over alkynes.
Sign Up to like & getrecommendations! 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
Substituent-dependent generation of tricyclic frameworks by the rhodium-catalyzed cycloisomerization of homopropargyl allene-alkynes: a theoretical study.
Sign Up to like & getrecommendations! 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