Cascade Synthesis of Pyrrolo[1,2-a]quinolines and Pyrrolo[2,1-a]isoquinolines via Formal [3 + 2]-Cycloaddition of Push–Pull Nitro Heterocycles with Carbonyl-Stabilized Quinolinium/Isoquinolinium Ylides

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 9816 - 9829

Опубликована: Июнь 25, 2024

Various substituted pyrrolo[1,2-

Язык: Английский

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Diastereoselective Double Annulation of Allenoates with Povarov Adducts: Modular Synthesis of Multisubstituted Pyrroloquinolines

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16838 - 16849

Опубликована: Ноя. 6, 2024

Herein, we report an atom-economical, one-pot, four-component, diastereoselective double-annulation reaction to construct polyfused pyrroloquinolines. This highlights the cyclization of in situ

Язык: Английский

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InCl₃-Catalyzed One-Pot Synthesis of Pyrrolo/Indolo- and Benzooxazepino-Fused Quinoxalines

ACS Omega, Год журнала: 2024, Номер unknown

Опубликована: Июль 16, 2024

In this paper, we describe an efficient InCl3-catalyzed two-component reaction of 1-(2-aminophenyl)pyrroles/indoles and 2-propargyloxybenzaldehydes for the direct synthesis 12bH-benzo[6,7]1,4-oxazepino[4,5-a]pyrrolo/indolo[2,1-c]quinoxalines. This high atom- step-economical one-pot process generates three new C/N–C bonds in a single synthetic operation, resulting formation six- seven-membered heterocyclic rings. The easy availability starting materials, use relatively inexpensive indium catalyst, good substrate scope are salient features strategy. proposed mechanistic pathway involves imine formation, two consecutive cyclizations via electrophilic aromatic substitution nucleophilic addition reactions, H shift step.

Язык: Английский

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Six-membered ring systems: Pyridines and benzo analogs

Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 309 - 354

Опубликована: Янв. 1, 2024

Язык: Английский

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