A Sustainable and Green Approach to the Preparation of Hantzsch-1,4-Dihydropyridines Using Phytic Acid Catalysis DOI
Anamika Khaskel,

Santosh Kumari Bajiya,

Rakesh Kumar Sharma

et al.

Organic Preparations and Procedures International, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 10

Published: Nov. 15, 2024

Language: Английский

Silver‐catalyzed Cascade Bis‐heteroannulation Reaction of Enynones and o‐Hydroxyphenyl Enaminones: Access to Highly Functionalized 3‐Furylmethyl Chromones DOI

Mingshuai Zhang,

Meichen Liu,

Yuetong Qiu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2363 - 2369

Published: March 16, 2024

Abstract A synthetic protocol was developed to synthesize highly functionalized 3‐furylmethyl chromones from enynones and o ‐hydroxyphenyl enaminones via silver‐catalyzed cascade bis‐heteroannulation reaction. This strategy features broad substrate scope good functional group tolerance. Furthermore, the chromone skeleton shows potential application value through further gram‐scale synthesis derivatization.

Language: Английский

Citations

13

Oxidative Free-Radical C(sp2)–H Bond Chlorination of Enaminones with LiCl: Access to Highly Functionalized α-Chlorinated Enaminones DOI

Yunhua Xie,

Zhilai Zhang,

Biao Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8521 - 8530

Published: June 3, 2024

An oxidative free-radical C(sp2)–H bond chlorination strategy of enaminones has been developed by using LiCl as a chlorinating reagent and K2S2O8 an oxidant. This transformation provides new straightforward synthetic methodology to afford highly functionalized α-chlorinated with Z-configuration in good excellent yields.

Language: Английский

Citations

6

Transition-Metal-Free C–H Trifluoromethylthiolation of N,N-Disubstituted Enaminones To Access CF3S-Functionalized Enaminones and Their Application in the Synthesis of CF3S-Heteroaryls DOI

Jinbiao Ying,

Tao Zhou, Yunyun Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 9078 - 9085

Published: June 3, 2024

The α-C–H trifluoromethylthiolation of N,N-disubstituted enaminones has been achieved with simple and cheap CF3SO2Na as the CF3S source. reactions were run at mild temperature (0 °C to rt) using POCl3 only reducing reagent. work represents first example on synthesis α-trifluoromethylthio via direct C–H functionalization. In addition, resulting CF3S-functionalized have proven useful building blocks in various heteroaromatic compounds by annulation reactions.

Language: Английский

Citations

6

Vicinal diphosphorylation of enaminones with diaryl phosphine oxides via AlCl3-mediated C N bond cleavage DOI
Xin Jin,

An Yong,

Jia Chen

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: 158, P. 155472 - 155472

Published: Feb. 20, 2025

Language: Английский

Citations

0

Construction of 1,4-Dihydropyridines: The Evolution of C4 Source DOI
Siyu Song, Yongchao Wang, Fuchao Yu

et al.

Topics in Current Chemistry, Journal Year: 2023, Volume and Issue: 381(5)

Published: Sept. 25, 2023

Language: Английский

Citations

7

Recent Advances in Transition‐Metal Catalyzed Synthesis of N‐Heterocycles using Solvent‐Carbon (C1) Synthons DOI
Karthick Govindan, Alageswaran Jayaram,

Vijay Thavasianandam Seenivasan

et al.

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

Published: May 27, 2024

Abstract Nitrogen‐containing heterocycles represent fundamental components found in a myriad of natural compounds, pharmaceuticals, tailored bioactive substances, and agrochemicals. In recent decades, the field synthetic chemistry has prioritized these directing considerable research endeavour toward developing efficient concise methodologies for their synthesis. Consequently, there is growing interest pioneering novel approaches to fabricate immensely coveted structural motifs. Transition metal‐catalyzed reactions leveraging solvents as carbon (C1) synthons offer notable advantages, including streamlined processes, enhanced atom economy, environmental sustainability. This review sheds light on advancements utilization collective such methanol (alongside other alcohols), N,N ‐dimethylethanolamine (DMEA), triethylamine (TEA) (in conjunction with amines), tetrahydrofuran (THF), toluene, dichloromethane (DCM), dimethyl sulfoxide (DMSO), dimethylformamide (DMF) C1 synthons, serving foundational units synthesis N ‐heterocycles, quinazolinone, quinazoline, quinoxaline, pyridine, pyrimidine, among others. Various reaction conditions employing diverse transition metals, coupling partners, or reagents, reported literature, have been explored.

Language: Английский

Citations

2

Microwave-assisted Synthesis of Pyrroles, Pyridines, Chromenes, Coumarins, and Betti Bases via Alcohol Dehydrogenation with Chroman-4-one Amino Ligands DOI
Danish Khan,

Beauty Kumari,

Abdullah Yahya Abdullah Alzahrani

et al.

Current Organic Chemistry, Journal Year: 2024, Volume and Issue: 28(20), P. 1593 - 1604

Published: July 12, 2024

: This study outlines the development of a novel approach utilizing microwave assistance for alcohol dehydrogenative reaction. The process is catalyzed by manganese (II) and cobalt in conjunction with chroman-4-one amino ligands. research introduces unique catalytic system capable synthesizing various heterocyclic compounds, including pyrroles, pyridines, Betti bases, chromenes, coumarins via dehydrogenation. synthesis involved preparation characterization series chroman- 4-one ligands (C1-C6) using standard analytical techniques. These ligands, combination MnCl2‧4H2O CoCl2, demonstrated remarkable activity, effectively driving cycle was initiated in-situ formation metal complexes during Characterization ESI-MS confirmed presence (Int-1) other intermediates (Int-II Int-III) throughout cycle. Additionally, controlled experiment corroborated efficacy system, evidenced evolution H2 gas.

Language: Английский

Citations

1

DBU‐Promoted Solvent‐Free One‐Pot Multicomponent Synthesis of 2‐Amino‐1,4‐Dihydropyridines From β‐Enaminones, Aromatic Aldehydes and Malononitrile DOI

Saikrishna Chintha,

Nagaraju Medishetti,

Maneesha Karangi

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(28)

Published: July 23, 2024

Abstract The synthesis of 2‐amino‐1,4‐dihydropyridines was accomplished starting from β‐enaminones, aromatic aldehydes and malononitrile with DBU without solvent. reaction proceeds through a Knoevenegel condensation, which affords the benzylidine olefin intermediate. This can directly react β‐enaminone, leading to desired product. Simple conditions no solvent good yields are advantages this protocol.

Language: Английский

Citations

1

Ethers as Building Blocks for the Synthesis and Modification of N‐Heterocycles DOI
Sergei Y. Grishin, Olga M. Mulina, Leiyang Lv

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 16, 2024

Abstract The use of C−H compounds as reactive partners in a variety transformations represents the state art synthetic methodology. In this review, we have summarized main achievements using ethers building blocks for construction and modification one basic platforms organic chemistry, nitrogen‐containing heterocycles. Ethers, previously considered mainly solvents, are excellent CH‐partners, capable generating radical or cationic species under action HAT agents oxidants. challenge field is still limited number heterocyclic systems other starting reagents, with which processes can be carried out selectively due to closer bond dissociation energies oxidation potentials heterocycles, intermediates ethers. However, fine‐tuning reaction system electro‐ photochemical approaches deep understanding pathways make reagents promising strategy.

Language: Английский

Citations

0

A Sustainable and Green Approach to the Preparation of Hantzsch-1,4-Dihydropyridines Using Phytic Acid Catalysis DOI
Anamika Khaskel,

Santosh Kumari Bajiya,

Rakesh Kumar Sharma

et al.

Organic Preparations and Procedures International, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 10

Published: Nov. 15, 2024

Language: Английский

Citations

0