Recent Advances in the Synthesis of Fused‐Cyclic Quinolines

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(5)

Опубликована: Фев. 16, 2024

Abstract Fused quinolines have gained substantial attention due to their significant biological and wide‐spectrum synthetic applications. This review supplies an encyclopedic document regarding the approaches developed for synthesis of fused‐cyclic based on ring volume size reported thus far. collected information will be valuable medicinal chemists obtain knowledge designing new in order access active compounds.

Язык: Английский

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Regio‐ and Chemoselective Formal (4+1) Carbocyclization of Chalcones with Internal Alkynes via Rhodium(III) Catalysis

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(30)

Опубликована: Май 23, 2023

Abstract A rhodium(III)‐catalyzed oxidative cyclization of chalcones with internal alkynes is reported, generating biologically important 3,3‐disubstituted 1‐indanones along reusable aromatic aldehydes. This transformation features unique (4+1) reaction mode, excellent regioselectivity in alkyne insertion, broad substrate scope, allows for the construction quaternary carbon centers, and scalable. Steric hindrance from ligand probably controls chemoselectivity this carbocyclization. Importantly, discovery enables a practical two‐step protocol switching overall acetophenones (3+2) to annulation.

Язык: Английский

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Benzofuranone-based spiropyrans: synthesis, temperature-dependent photochromic properties, and DFT calculations

Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

The synthesis of benzofuranone-based spiropyrans containing a thiophene, benzothiophene, or indole moiety, their diverse temperature-dependent photochromic properties, and DFT rationalization.

Язык: Английский

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Synthesis of Nitrogen-Containing Heterocyclic Scaffolds through Sequential Reactions of Aminoalkynes with Carbonyls

Molecules, Год журнала: 2023, Номер 28(12), С. 4725 - 4725

Опубликована: Июнь 12, 2023

Sequential reactions of aminoalkynes represent a powerful tool to easily assembly biologically important polyfunctionalized nitrogen heterocyclic scaffolds. Metal catalysis often plays key role in terms selectivity, efficiency, atom economy, and green chemistry these sequential approaches. This review examines the existing literature on applications with carbonyls, which are emerging for their synthetic potential. Aspects concerning features starting reagents, catalytic systems, alternative reaction conditions, pathways possible intermediates provided.

Язык: Английский

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Synthesis of Nitrogen Containing Heterocyclic Scaffolds through Sequential Reactions of Aminoalkynes with Carbonyls

Опубликована: Май 17, 2023

Sequential reactions of aminoalkynes represent a powerful tool to easily assembly biologically important polyfunctionalized nitrogen heterocyclic scaffolds. Metal catalysis often plays key role in terms selectivity, efficiency, atom economy and green chemistry these sequential approaches. This review examines the existing literature on applications with carbonyls which are emerging for their synthetic potential. Aspect concerning features starting reagents, catalytic systems, alternative reaction conditions pathways as well possible intermediates provided.

Язык: Английский

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1,3‐Dipolar Cycloaddition of Polycyclic Aromatic Azomethine Ylides and Alkynylbenziodoxoles for Synthesis of Functional Dibenzoullazines^†

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(10), С. 1079 - 1083

Опубликована: Янв. 23, 2024

Comprehensive Summary A new family of dibenzoullazine derivatives was synthesized through 1,3‐dipolar cycloaddition polycyclic aromatic azomethine ylides with alkynylbenziodoxoles followed by oxidation. The benziodoxole moiety in the resulting products used as a versatile linchpin for synthesis structurally diverse functional dibenzoullazines that are difficult to access other synthetic methods.

Язык: Английский

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One‐Pot Rh(III)‐Catalyzed Twofold C−H Activation/Oxidative Annulation of N‐Arylpyrroles with Alkynes to Fluorescent Ullazines

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2312 - 2323

Опубликована: Март 28, 2024

Abstract A range of densely functionalized ullazines have been synthesized by a one‐pot Rh(III)‐catalyzed twofold C−H activation/oxidative annulation N ‐arylpyrroles with alkynes. Electrophilic bromination at 5‐ or 5,7‐ positions the EWG‐substituted ullazine core offers an interesting single double entry for further extended functionalization. Mechanistic considerations suggest two complementary paths, EWG‐assisted and S E Ar, activations. All exhibit strong fluorescence emissions. Ullazines bearing thiophene triarylamine units show significant bathochromic shift in their emission spectra, attributed to more electronic circuits present.

Язык: Английский

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Aza-dicyclopenta[a,g]naphthalenes: controllable seesaw-like emissive behavior and narrowband AIEgens

Chemical Science, Год журнала: 2023, Номер 14(40), С. 11203 - 11212

Опубликована: Янв. 1, 2023

An aza-dicyclopenta[ a , g ]naphthalene scaffold was discovered as controllable luminogenic structure, and precise balance of molecular motions unlocks the remarkable narrowband AIEgens.

Язык: Английский

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Synthesis of pyrrolo[1,2-a]quinoline and pyrrolo[1,2-b]isoquinoline derivatives via intramolecular acylation

Tetrahedron, Год журнала: 2024, Номер 166, С. 134224 - 134224

Опубликована: Авг. 30, 2024

Язык: Английский

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Regio‐ and Chemoselective Formal (4+1) Carbocyclization of Chalcones with Internal Alkynes via Rhodium(III) Catalysis

Angewandte Chemie, Год журнала: 2023, Номер 135(30)

Опубликована: Май 23, 2023

Abstract A rhodium(III)‐catalyzed oxidative cyclization of chalcones with internal alkynes is reported, generating biologically important 3,3‐disubstituted 1‐indanones along reusable aromatic aldehydes. This transformation features unique (4+1) reaction mode, excellent regioselectivity in alkyne insertion, broad substrate scope, allows for the construction quaternary carbon centers, and scalable. Steric hindrance from ligand probably controls chemoselectivity this carbocyclization. Importantly, discovery enables a practical two‐step protocol switching overall acetophenones (3+2) to annulation.

Язык: Английский

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