Base-Mediated Cascade Lactonization/1,3-Dipolar Cycloaddition Pathway for the One-Pot Assembly of Coumarin-Functionalized Pyrrolo[2,1-a]isoquinolines

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8420 - 8434

Published: June 5, 2024

An elegant and highly concise strategy for the construction of coumarin-functionalized pyrrolo[2,1-a]isoquinolines from available propargylamines isoquinolinium N-ylides has been disclosed. In this reaction, acted as a C2 synthon to form coumarin ring well 1,3-dipole construct pyrrole in single pot. This cascade process involves 1,4-conjugate addition/lactonization/1,3-dipolar cycloaddition four chemical bonds (one C–O bond three C–C bonds) two new heterocyclic skeletons. Additionally, most these compounds showed good fluorescence properties exhibited high molar extinction coefficient large Stokes shifts.

Language: Английский

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Synthesis of versatile fluorescent Isoquinolinium salts and their applications

Journal of Materials Chemistry B, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Isoquinolinium salts are well-known N-heterocyclic cationic compounds that have been applied in various research fields, such as materials chemistry and pharmaceutical applications. In particular, isoquinolinium with polyaromatic structures widely investigated due to their intrinsic photophysical properties, including fluorescence emission maxima, lifetime, quantum yield. Notably, fluorescent synthesized via synthetic strategies, alkylation of isoquinoline, oxidation dihydropyridines, rearrangement reactions, transition-metal-catalyzed C-H activation. this review, we summarize the methodologies for diverse applications applications, chemistry, theranostics, DNA binding, sensing, bioimaging.

Language: Английский

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Progress in N-α-C(sp³)—H Bond Functionalization for the Synthesis of N-Heterocycles

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(4), P. 1047 - 1047

Published: Jan. 1, 2025

Language: Английский

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Visible Light Mediated Chemoselective Hydroxylation of Benzylic Methylenes

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(4), P. 2656 - 2664

Published: Feb. 7, 2024

We have developed a metal-free photocatalytic selective hydroxylation of benzylic methylenes to secondary alcohols. This approach utilizes low-cost eosin Y as photocatalyst, O2 green oxidant, and inexpensive triethylamine inhibitor for overoxidation. The mild reaction conditions enable the production alcohols with 56–95% yields, making it promising environmental-friendly method synthesis from methylenes.

Language: Английский

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Photoinduced Radical Annulations of Tetrahydroisoquinoline Derivatives with 2-Benzothiazolimines: Highly Diastereoselective Synthesis of Fused Hexahydroimidazo[2,1-a]isoquinolines

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13491 - 13500

Published: Sept. 6, 2024

We report herein a photoinduced radical 1,3-dipolar cycloaddition between the 2-benzothiazolimines and tetrahydroisoquinoline derivatives with an organo-photocatalyst. A variety of benzothiazole-based hexahydroimidazo[2,1-

Language: Английский

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Five-membered ring systems: With more than 1 N atom

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 211 - 257

Published: Jan. 1, 2024

Language: Английский

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Six-membered ring systems: Pyridines and benzo analogs

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 309 - 354

Published: Jan. 1, 2024

Language: Английский

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