Divergent Assembly of Functionalized Pyrazolo[1,5‐a]pyridine Derivatives via [3+2] Cyclization of N‐Aminopyridinium Salts with Various Unsaturated Hydrocarbons DOI
Xiang Liu, Shaohong Ma,

Shi Yan

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 10, 2024

Comprehensive Summary Two reaction modes for metal‐free [3 + 2] cyclization of N ‐aminopyridinium derivatives with β ‐alkoxyvinyl trifluoromethylketones have been described through selective C—O or C—O/C—C bond cleavage. This strategy can also be extended to the enaminones and bromoalkynes. A broad range ‐aminopyridinium, ‐aminoquinolinium, ‐aminoisoquinolinium salts are well tolerated, enabling divergent synthesis trifluoroacylated, non‐substituted, acylated, brominated pyrazolo[1,5‐ a ]pyridine (62 examples).

Language: Английский

Recent Progress in the Synthetic Methods of Pyrazoloquinoline Derivatives DOI
Rita M. Borik, Mohamed S. Mostafa, Mohamed S. Behalo

et al.

Current Organic Chemistry, Journal Year: 2024, Volume and Issue: 28(2), P. 117 - 133

Published: Jan. 1, 2024

Abstract: The focus of this review is on the synthetic routes available for different types pyrazoloquinoline derivatives. There are three methods: i) from pyrazole derivatives; ii) quinoline and iii) miscellaneous methods. position linkage between rings determines seven isomers pyrazoloquinolines. purpose to provide a guide both medicinal chemists discover design new pyrazoloquinolines medical purposes.

Language: Английский

Citations

1

Bisphosphonium salt catalyzed [3 + 2] annulation of N-tosylimino(iso)quinolinium ylides with aryl olefins under blue LED irradiation DOI
Yu Wang, Lili Wang, Zheng Duan

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3827 - 3832

Published: Jan. 1, 2024

A visible-light-induced [3 + 2] annulation of N -tosylimino(iso)quinolinium ylides with aryl olefins, catalyzed by a bisphosphonium salt has been developed. Furthermore, the synthesis method salts was improved.

Language: Английский

Citations

1

Recent Advances in Photoinduced Borylation via N-Heterocyclic Carbene Boryl Radicals DOI
Xiang Liu, Chen Xu,

Xuesi Zhou

et al.

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 28, 2024

Abstract Organoboron compounds are recognized as essential synthetic intermediates in organic chemistry and have found broad applications pharmaceutical materials science. In recent years, the development of novel boronating reagents has opened new avenues for synthesis organoboron compounds. Among these, N-heterocyclic carbene boranes (NHC-boranes), with their unique advantages, garnered sustained interest evolved into important precursors boron-centered radicals, participating a diverse array visible-light-induced borylation reactions. This short review primarily focuses on radical reactions involving NHC-boranes, summarizing latest advancements field offering inspiration subsequent research. 1 Introduction 2 Photoinduced Borylation via NHC-Boryl Radicals 2.1 Polyfluoroarenes 2.2 Arenes 2.3 Alkenes 2.4 Alkynes 2.5 Other Substrates 3 Conclusion Future Prospects

Language: Английский

Citations

1

Recent Advances on the Construction of Functionalized Indolizine and Imidazo[1,2‐a]pyridine Derivatives DOI
Xiang Liu,

Haifeng Fu,

Qi Hu

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 22, 2024

Abstract Indolizines and imidazo[1,2‐ a ]pyridines are commonly found in natural products, synthetic drugs, bioactive molecules. These two types of derivatives possess good antibacterial, antiparasitic, anticancer activities, so on. The functionalization indolizines has always been hot topic organic chemistry research made significant progress. In recent years, our group dedicated to developing diverse methods for the preparation such important compounds. 1) We have developed C−H reactions efficient modification parent ]pyridines. 2) A variety cycloaddition were established construction indolizine ]pyridine from simple raw materials. 3) intriguing deconstruction‐functionalization indolizines, enabling reorganization heterocyclic frameworks. This paper outlines group's latest advancements constructing structurally derivatives. hope that this work will offer valuable insights inspiration ongoing field N‐heterocyclic

Language: Английский

Citations

1

Simple and green synthesis of 3‐acyl‐pyrazolo[1,5‐a]pyridines: [3+2] through cycloaddition of N‐aminopyridines on enaminones DOI Creative Commons
Sébastien Redon, Patrice Vanelle

Journal of Heterocyclic Chemistry, Journal Year: 2024, Volume and Issue: 61(7), P. 1200 - 1205

Published: May 22, 2024

Abstract A practicable method is described for the synthesis of 3‐acyl‐pyrazolo[1,5‐ a ]pyridines from N ‐aminopyridines and easily available enaminones via [3+2] cycloaddition. The reactions proceed well with broad scope, without using additive (base or oxidant).

Language: Английский

Citations

1

Construction of Diverse N-Heterocycles by Formal (3 + 3) Cycloaddition of Naphthol/Thionaphthol/Naphthylamine and 1,3,5-Triazinanes DOI
Xiang Liu, Yuhan Wang,

Huitao Zheng

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 88(1), P. 75 - 85

Published: Dec. 20, 2022

Here, we report a facile and metal-free method for the construction of dihydrooxazine derivatives via formal (3 + 3) annulation reaction naphthols 1,3,5-triazinanes. The 1,3,5-triazinanes were utilized as three-atom synthon (C-N-C) cycloaddition. In addition, dihydrothiazine tetrahydrobenzoquinazoline could also be produced in good yields by this strategy under catalyst-free additive-free conditions.

Language: Английский

Citations

5

Synthesis of Fluoren‐9‐ones via Pd‐Catalyzed Annulation of 2Iodobiphenyls with Vinylene Carbonate DOI Open Access
Wenguang Li, Yongqi Yu, Jie Yang

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 19(4)

Published: Nov. 29, 2023

Abstract A palladium‐catalyzed reaction for intermolecular selective C−H cyclocarbonylation of 2 ‐ iodobiphenyls is described. Intriguingly, the vinylene carbonate acts as a carbon monoxide transfer agent to enable annulation reaction. Moreover, versatile synthon, fluoren‐9‐one can be transformed into variety functionalized organic molecules, such [1,1′‐biphenyl]‐2‐carboxylic acid, 1′ H ,3′ ‐spiro[fluorene‐9,2′‐perimidine] and N ‐tosylhydrazones.

Language: Английский

Citations

2

Synthesis of 2-Fluorinated Pyrazolo[1,5-a]pyridines via Base- Mediated [3+2] Cycloaddition of N-Aminopyridinium Salts with gem-Difluorostyrenes DOI
Yang Feng, Yuanyuan Wu,

Zengjiang Yue

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(28), P. 12496 - 12500

Published: Jan. 1, 2024

A method for the construction of 2-fluoropyrazolo[1,5- a ]pyridines through base-promoted [3+2] cycloaddition N -aminopyridinium salts with gem -difluorostyrenes has been established.

Language: Английский

Citations

0

Vinylene Carbonate: A Versatile Synthon in Organic Synthetic Chemistry DOI
Lin Yu,

Haifeng Fu,

Hua Cao

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(7), P. 2147 - 2147

Published: Jan. 1, 2024

Language: Английский

Citations

0

Divergent Assembly of Functionalized Pyrazolo[1,5‐a]pyridine Derivatives via [3+2] Cyclization of N‐Aminopyridinium Salts with Various Unsaturated Hydrocarbons DOI
Xiang Liu, Shaohong Ma,

Shi Yan

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 10, 2024

Comprehensive Summary Two reaction modes for metal‐free [3 + 2] cyclization of N ‐aminopyridinium derivatives with β ‐alkoxyvinyl trifluoromethylketones have been described through selective C—O or C—O/C—C bond cleavage. This strategy can also be extended to the enaminones and bromoalkynes. A broad range ‐aminopyridinium, ‐aminoquinolinium, ‐aminoisoquinolinium salts are well tolerated, enabling divergent synthesis trifluoroacylated, non‐substituted, acylated, brominated pyrazolo[1,5‐ a ]pyridine (62 examples).

Language: Английский

Citations

0