Six-membered ring systems: pyridines and benzo derivatives DOI

Jeanese C. Badenock

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 387 - 424

Published: Jan. 1, 2023

Language: Английский

The chemistry of heterocycles in the 21st century DOI
Valery N. Charushin, Egor V. Verbitskiy, О. Н. Чупахин

et al.

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(7), P. RCR5125 - RCR5125

Published: July 1, 2024

The chemistry of heterocyclic compounds has traditionally been and remains a bright area chemical science in Russia. This is due to the fact that many heterocycles find widest application. These are key structural fragments most drugs, plant protection agents. Many natural also derivatives heterocycles. At present, more than half hundreds millions known collective review devoted achievements Russian chemists this field over last 15–20 years. presents leading heterocyclists representing both RAS institutes university science. It worth noting wide scope review, terms geography author teams, covering whole our large country, diversity research areas. Practically all major types represented review. special attention focused on practical applications design new drugs biologically active compounds, high-energy molecules, materials for organic electronics photovoltaics, ligands coordination chemistry, other rapidly developing advances would not be possible without development fundamental transformations chemistry.<br> Bibliography — 2237 references.

Language: Английский

Citations

37

Skeletal Editing of Isatins for Heterocycle Molecular Diversity DOI
Tiantian Zhang, Huangdi Feng

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(6)

Published: June 1, 2024

Isatins have been widely used in the preparation of a variety heterocyclic compounds, where skeletal editing isatins has shown significant advantages for construction diverse heterocycles. This review highlights progress made last decade (2013-2023) isatin scaffold. A series ring expansion reactions quinoline skeleton, quinolone polycyclic quinazoline medium-sized as well opening generation 2-(azoly)aniline skeleton by cleavage C-C bond and C-N are highlighted. It is hoped that this will provide some understanding chemical transformations contribute to further realization its molecular diversity.

Language: Английский

Citations

5

Pd-Catalyzed Ring Restructuring of Oxazolidines with Alkenes Leading to Fused Polycyclic Indolizines DOI

Xianjun Xu,

Huangdi Feng, Xiaoyong Zhang

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(5), P. 1232 - 1236

Published: Jan. 31, 2022

A palladium-catalyzed reaction of N-propargyl oxazolidines with alkenes for the synthesis indolizidines has been developed. Through a sequential 6-exo-dig cyclization/proton transfer/[3+2] cycloaddition/cycloreversion/aromatization process, series fused polycyclic indolizines are obtained in moderate to good yields high functional group tolerance. Experimental and theoretical studies suggest that [3+2] cycloaddition/cycloreversion oxazolidine ring probably involves C-C C-O bond cleavage, providing new restructuring approach heterocycles.

Language: Английский

Citations

20

A highly efficient metal-free hydrocarbonylation of alkynes with propargylamines and water DOI

Yujuan Xie,

Liliang Huang,

Yayu Qi

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(5), P. 1978 - 1982

Published: Jan. 1, 2022

A catalyst- and solvent-free, highly efficient, atom-economical synthesis strategy has been developed for the construction of 1,4-dicarbonyl motifs via hydrocarbonylation alkynes with propargylamines water.

Language: Английский

Citations

19

Sequence [2,3]‐Sigmatropic Rearrangement: One‐Pot Synthesis of Propargyl Allenylamines DOI
Huihui Feng,

Yujuan Xie,

Liliang Huang

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(18), P. 2223 - 2227

Published: May 14, 2024

Comprehensive Summary Allenes, served as highly sought‐after building blocks, are an indispensable component of synthetic chemistry. Their utility in modulating the chemical, physical, and pharmaceutical properties organic compounds make allenes a desirable choice various applications. Here, we report facile method for atom‐economical synthesis propargyl allenylamines via underdeveloped [2,3]‐sigmatropic rearrangement. Our strategy employs easily accessible propargylamines starting materials, which first converted into ammonium salts, followed by base‐promoted This one‐pot, two‐step reaction proceeds absence transition metals, displays very broad scope, does not require introduction electron‐withdrawing group materials.

Language: Английский

Citations

4

Synthesis of Tetrasubstituted Pyrroles via DBU-Mediated Cyclization of Unactivated Propargyl Tertiary Amines DOI
Pengyu Zhou, Tiantian Zhang, Q. Richard Lu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 10, 2025

Compared with the well-developed cyclization of functionalized propargylamines, use unactivated tertiary propargylamines to access pyrroles remains challenging. Herein, we report an efficient method for constructing tetrasubstituted via a DBU-mediated intramolecular cycloaddition N-alkyl propargylamines. This reaction employs dihydropyrrole intermediates, followed by oxidation produce in presence 2,3-dichloro-5,6-dicyano-p-benzoquinone. In addition, broad substrate scope, high atom economy, selectivity, and simple operation are also advantages this protocol.

Language: Английский

Citations

0

The Application of Microwaves, Ultrasounds, and Their Combination in the Synthesis of Nitrogen-Containing Bicyclic Heterocycles DOI Open Access
Francesco Frecentese, Federica Sodano, Angela Corvino

et al.

International Journal of Molecular Sciences, Journal Year: 2023, Volume and Issue: 24(13), P. 10722 - 10722

Published: June 27, 2023

The use of alternative energy sources, such as microwaves (MW) or ultrasounds (US), and their mutual cross-combination have been widely described in the literature development new synthetic methodologies organic medicinal chemistry. In this review, our attention is focused on representative examples, reported year range 2013–2023 selected N-containing bicyclic heterocycles, with aim to highlight advantages microwave- ultrasound-assisted synthesis.

Language: Английский

Citations

9

Diversely functionalized isoquinolines and their core-embedded heterocyclic frameworks: a privileged scaffold for medicinal chemistry DOI

Archana Vijayakumar,

M. Manod,

Raveendran Bharath Krishna

et al.

RSC Medicinal Chemistry, Journal Year: 2023, Volume and Issue: 14(12), P. 2509 - 2534

Published: Jan. 1, 2023

This review will be an essential toolbox for medicinal and bioorganic chemists seeking novel multifunctional hybrid bioactive N-heterocycles drug discovery. The work highlights the need relevance of unexplored bioisosterism employing isoquinoline-based small-molecules in design.

Language: Английский

Citations

7

Direct Access to 4-Substituted Isoquinolones via a Sequential Pd-Catalyzed Cyclization/Base-Promoted Aromatization/Ring-Opening of N-Propargyl-1,3-oxazolidines DOI

Xianjun Xu,

Liangliang Song, Huangdi Feng

et al.

Molecular Catalysis, Journal Year: 2022, Volume and Issue: 522, P. 112231 - 112231

Published: March 17, 2022

Language: Английский

Citations

9

Amine-catalyzed metal-free deamination of propargylamines with water toward chalcones DOI
Pengyu Zhou, Liliang Huang,

Yujuan Xie

et al.

Molecular Catalysis, Journal Year: 2022, Volume and Issue: 534, P. 112808 - 112808

Published: Nov. 18, 2022

Language: Английский

Citations

9