Articles with "benzannulation" as a keyword



Facile and practical synthesis of π-extended oxepins by benzannulation and intramolecular cyclization

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Published in 2019 at "Tetrahedron Letters"

DOI: 10.1016/j.tetlet.2018.12.008

Abstract: Abstract π-Extended oxepins 1 and dimer 8 were synthesized by the benzannulation of the corresponding asymmetric diarylacetylene derivatives and 2-(phenylethynyl)benzaldehyde followed by the Cu-catalyzed intramolecular cyclization. The optical properties of the π-extended oxepins 1 and… read more here.

Keywords: intramolecular cyclization; extended oxepins; benzannulation; facile practical ... See more keywords

Alkyne Benzannulation Reactions for the Synthesis of Novel Aromatic Architectures.

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Published in 2017 at "Accounts of chemical research"

DOI: 10.1021/acs.accounts.7b00385

Abstract: Aromatic compounds and polymers are integrated into organic field effect transistors, light-emitting diodes, photovoltaic devices, and redox-flow batteries. These compounds and materials feature increasingly complex designs, and substituents influence energy levels, bandgaps, solution conformation, and… read more here.

Keywords: aromatic systems; aromatic compounds; benzannulation reaction; reaction ... See more keywords

Effects of Varying the Benzannulation Site and π Conjugation of the Cyclometalating Ligand on the Photophysics and Reverse Saturable Absorption of Monocationic Iridium(III) Complexes.

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Published in 2019 at "Inorganic chemistry"

DOI: 10.1021/acs.inorgchem.8b02714

Abstract: A series of monocationic iridium(III) complexes, [Ir(C^N)2(pqu)]+PF6- [pqu = 2-(pyridin-2-yl)quinoline, C^N = 2-phenylquinoline (1), 3-phenylisoquinoline (2), 1-phenylisoquinoline (3), benzo[ h]quinoline (4), 2-(pyridin-2-yl)naphthalene (5), 1-(pyridin-2-yl)naphthalene (6), 2-(phenanthren-9-yl)pyridine (7), 2-phenylbenzo[ g]quinoline (8), 2-(naphthalen-2-yl)quinoline (9), and 2-(naphthalen-2-yl)benzo[ g]quinoline… read more here.

Keywords: absorption; quinoline; site; monocationic iridium ... See more keywords

Ternary Synthon Strategy for 1,3,5-Trisubstituted Benzenes via [3 + 3] Benzannulation of Propargyl Alcohols.

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Published in 2025 at "Organic letters"

DOI: 10.1021/acs.orglett.5c01852

Abstract: The efficient synthesis of polysubstituted benzenes is an important goal in organic chemistry, yet the synthesis of 1,3,5-trisubstituted benzene derivatives remains challenging due to the absence of robust and efficient synthetic methods. Organic peroxides, typically… read more here.

Keywords: benzannulation; ternary synthon; propargyl alcohols; synthon strategy ... See more keywords

Synthesis of Benzofused N-Heterocycles via Rh(III)-Catalyzed Direct Benzannulation with 1,3-Dienes

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Published in 2018 at "ACS Catalysis"

DOI: 10.1021/acscatal.8b03595

Abstract: Benzofused nitrogen heterocycles are prevalent as key core structural motifs in functional molecules. Major syntheses of benzofused nitrogen heterocycles focus on construction of the heterocyclic ring starting from (poly)substituted benzene derivatives. Given that polysubstituted benzene… read more here.

Keywords: direct benzannulation; synthesis benzofused; benzofused heterocycles; catalyzed direct ... See more keywords
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Substrate-directed chemo- and regioselective synthesis of polyfunctionalized trifluoromethylarenes via organocatalytic benzannulation

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Published in 2020 at "Organic chemistry frontiers"

DOI: 10.1039/c9qo01436e

Abstract: Highly chemo- and regioselective substrate-directed benzannulation of trisubstituted CF3-alkenes and 2-benzylidenemalononitriles or 2-nitroallylic acetates has been achieved via Michael-initiated [4 + 2] or Rauhut–Currier-initiated [3 + 3] annulation. These protocols enable the rapid assembly of… read more here.

Keywords: synthesis polyfunctionalized; chemo regioselective; substrate directed; directed chemo ... See more keywords

Biaryl and atropisomeric biaryl aldehyde synthesis by one-step, metal-free benzannulation of aryl enals and propiolates

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Published in 2020 at "Green Chemistry"

DOI: 10.1039/d0gc02806a

Abstract: A new method involving the benzannulation of aromatic enals and two alkyl propiolate molecules has been developed as a powerful route to biaryl aldehydes simply via the promotion of dimethyl amine. The benzannulation process in… read more here.

Keywords: synthesis; biaryl; benzannulation; biaryl atropisomeric ... See more keywords

Co(III)-catalyzed regioselective benzannulation of substituted pyridones with 1,6-diynes via dual C-H bond activation.

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Published in 2024 at "Chemical communications"

DOI: 10.1039/d4cc01904k

Abstract: A Co(III)-catalyzed site-selective C5 and C6 benzannulation of substituted pyridones with 1,6-diynes via dual C-H bond activation has been reported. The scope of the benzannulation reaction was examined with various substituted 2-pyridyl pyridones and 1,6-diynes.… read more here.

Keywords: benzannulation; diynes via; pyridones diynes; substituted pyridones ... See more keywords

Versatile benzannulation strategies with vinyl sulfoxonium ylides and electron-deficient alkenes/alkynes.

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Published in 2025 at "Chemical communications"

DOI: 10.1039/d5cc05314e

Abstract: Arenes are prominent structural motifs in pharmaceuticals, natural products, and functional materials, yet their synthesis often demands multistep procedures and harsh conditions. Benzannulation offers a step-economical alternative, enabling the direct construction of polyfunctionalized arenes from… read more here.

Keywords: sulfoxonium ylides; benzannulation; vinyl sulfoxonium; electron deficient ... See more keywords

Metal-free catalytic de novo construction of multi-functionalized trifluoromethylarenes through [3 + 3] benzannulation at low catalyst loadings

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Published in 2025 at "Organic Chemistry Frontiers"

DOI: 10.1039/d5qo00013k

Abstract: A low catalyst loading and transition metal-free benzannulation of β,γ-alkynyl-α-keto esters and CF3-alkenes has been developed through Michael-triggered [3 + 3] annulation. read more here.

Keywords: benzannulation; metal free; free catalytic; catalytic novo ... See more keywords