Substituted pyrroles based on ketones: prospects of application and advances in synthesis

Russian Chemical Reviews, Journal Year: 2023, Volume and Issue: 92(9), P. RCR5090 - RCR5090

Published: Aug. 6, 2023

The review addresses the applications of pyrroles and compounds based on them in pharmaceutics various branches technology which pyrrole plays a key role. emphasis is put studies that were not covered previous reviews. second part summarizes published data last 15 years synthesis from widely encountered carbonyl compounds, chosen because ready availability possibility varying substituents. This type systematization proposed for first time.<br>The bibliography includes 199 references. references

Language: Английский

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Accessing Polysubstituted NH Pyrroles from Nitroalkenes via [4+2]‐Cycloaddition/Reductive Ring Contraction Strategy

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(30)

Published: June 17, 2024

Abstract A novel two‐step access to polysubstituted pyrroles from nitroalkenes was developed. It involves [4+2]‐cycloaddition with enol ethers give six‐membered cyclic nitronates followed by reductive ring contraction Ra−Ni/AcOH or Ra−Ni/EtOH systems. The process is applicable a variety of and bearing electron‐rich electron‐poor substituents functional groups. anti‐inflammatory drug Bimetopyrol its structural modifications were successfully synthesized the strategy key side products identified that provided an insight into mechanism developed pyrroles.

Language: Английский

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2,4-Diarylpyrroles: synthesis, characterization and crystallographic insights

Acta Crystallographica Section C Structural Chemistry, Journal Year: 2024, Volume and Issue: 80(9), P. 472 - 477

Published: Aug. 8, 2024

Three 2,4-diarylpyrroles were synthesized starting from 4-nitrobutanones and the crystal structures of two derivatives analysed. These are 4-(4-methoxyphenyl)-2-(thiophen-2-yl)-1 H -pyrrole, C 15 13 NOS, 3-(4-bromophenyl)-2-nitroso-5-phenyl-1 16 11 BrN 2 O. Although pyrroles without substituents at α-position with respect to N atom very air sensitive tend polymerize, we succeeded in growing an adequate for X-ray diffraction analysis. Further derivatization using sodium nitrite afforded a nitrosyl pyrrole derivative, which crystallized triclinic space group P \overline{1} Z = 6. Thus, herein report first structure pyrrole. Interestingly, co-operative hydrogen bonds this NO-substituted lead trimeric bifurcated halogen ends, forming two-dimensional (2D) layer interstitial voids having radius 5 Å, similar some reported macrocyclic porphyrins.

Language: Английский

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Cascade [3 + 2] Annulation of 1,3-Dicarbonyl Compounds and Ethyl Secondary Amines for Pyrrole Synthesis via Poly C(sp³)–H Bond Functionalization

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 16049 - 16054

Published: Oct. 21, 2024

The synthesis of polyfunctionalized pyrroles via the cascade reactions 1,3-dicarbonyl compounds and two molecules ethyl secondary amines has been realized simple iodine catalysis in presence Dess-Martin periodinane (DMP). formation target pyrrole products involves one new C-C C-N bonds major functionalization six C(sp

Language: Английский

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Novel preparation of 2,5-diarylpyrroles from aromatic nitriles with 3-arylpropylmagnesium bromides, 1,3-diiodo-5,5-dimethylhydantoin, and BuOK

Tetrahedron, Journal Year: 2022, Volume and Issue: 112, P. 132709 - 132709

Published: March 18, 2022

Language: Английский

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Blue Emission of Tetrafluorobenzocarbazole Under the Interactions of Nitrogen–oxygen Saturated hydrogen Bonds with Aggregated Proton Acid

Journal of Fluorescence, Journal Year: 2022, Volume and Issue: 33(3), P. 895 - 910

Published: Dec. 15, 2022

Language: Английский

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Facile Metal-Free Synthesis of Polyaryl-Substituted Pyrroles

Synfacts, Journal Year: 2021, Volume and Issue: 17(03), P. 0273 - 0273

Published: Feb. 16, 2021

Key words metal-free synthesis - pyrroles aggregation-induced emission multicomponent reaction

Language: Английский

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