Copper-Catalyzed Chemodivergent Synthesis of Oxazoles and Imidazolidones by Selective C–O/C–N Cyclization DOI
Jian Tang,

Fengjie Lu,

Xinyi Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(14), P. 9835 - 9842

Published: July 11, 2023

Efficient synthesis of phenylalanine-derived oxazoles and imidazolidones can be achieved by copper-catalyzed reactions that are controlled directing groups proceed selective C-O or C-N coupling. This strategy employs inexpensive commercial copper catalysts readily available starting materials. It uses a convenient reaction procedure provides reliable approach to the versatile flexible assembly heterocyclic building blocks.

Language: Английский

Ketones as strategic building blocks for the synthesis of natural product-inspired compounds DOI
Daniel J. Foley, Herbert Waldmann

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(10), P. 4094 - 4120

Published: Jan. 1, 2022

This review explores and summarises synthetic methods that may be used to prepare heterocyclic ring systems from non-activated ketones, considers their potential value towards the synthesis of natural product-inspired compound collections.

Language: Английский

Citations

81

Review of application of the I2 and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations DOI
Dongsheng Yang, Xiang‐Long Chen, An‐Xin Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(9), P. 2665 - 2692

Published: Jan. 1, 2024

The synthesis of small molecules and complex scaffolds is one the most important topics in organic synthesis.

Language: Английский

Citations

16

Recent advances in the synthesis of imidazoles DOI Creative Commons
Dmitrii A. Shabalin, J. E. Camp

Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(21), P. 3950 - 3964

Published: Jan. 1, 2020

The review highlights the recent advances (2018-present) in regiocontrolled synthesis of substituted imidazoles.

Language: Английский

Citations

91

Synthesis of imidazole derivatives in the last 5 years: An update DOI Creative Commons

Mayanglambam Maneeta Devi,

Keisham Subharani Devi,

Okram Mukherjee Singh

et al.

Heterocyclic Communications, Journal Year: 2024, Volume and Issue: 30(1)

Published: Jan. 1, 2024

Abstract Imidazole and its derivatives possess remarkable versatility, finding applications in medicine, synthetic chemistry, industry. This review explores the latest advancements observed over last few years (2018–2022), focusing on diverse multicomponent reactions conducted under different conditions. It highlights role of catalysts conditions, optimizing efficiency. The offers concise insights into emerging trends, making it a valuable resource for researchers practitioners seeking greener more efficient imidazole synthesis.

Language: Английский

Citations

8

Copper-Catalyzed Three-Component Cascade Annulation for Divergent Syntheses of Imidazoles and Dihydroimidazoles DOI

Gaochen Xu,

Chenglong Jia,

Xuemei Wang

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(4), P. 1060 - 1065

Published: Jan. 26, 2022

The first example of divergent N-heterocycle syntheses through a copper-catalyzed three-component reaction α,β-unsaturated ketoximes, paraformaldehyde, and amines has been documented. In particular, this synthetic strategy was achieved by controlling the conditions to afford corresponding imidazoles dihydroimidazoles in moderate good yields with broad substrate scope functional group compatibility.

Language: Английский

Citations

23

TosMIC: A Powerful Synthon for Cyclization and Sulfonylation DOI
Kapil Kumar

ChemistrySelect, Journal Year: 2020, Volume and Issue: 5(33), P. 10298 - 10328

Published: Sept. 3, 2020

Abstract p ‐tosylmethyl isocyanide (TosMIC) which is also known as van Leusen's reagent hold the three functionalized groups including and sulfonyl group an alpha carbon acidic by nature. Tosyl set of this fortunate acts a good leaving assist to contribute in range cyclization strategies. Exceptionally, TosMIC was proved sulfonylating sulfomethylating reagent. has powerful versatile synthon betrothed synthesis broad heterocycles having pharmacological interest. This review focused on synthetic utility diverse like five membered heterocycles, fused linked or tethered spiro compounds etc . It utilized for regio, chemo stereoselective production sulfones sulfinates. serves important building block various methodologies multi component reaction, cyclization, domino, cascade cycloaddition metal catalysed reactions. Various new catalyst novel were explored due enormous use wonderful

Language: Английский

Citations

36

Recent Advances in the Use of 2‐Aminobenzyl Alcohols in the Synthesis of Quinolines, Quinazolines and Other N‐Heterocycles DOI
Fatemeh Doraghi,

Farzad Gilaninezhad,

Somaye Karimian

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2142 - 2164

Published: Jan. 17, 2024

Abstract N‐Heterocyclic compounds, in particular, quinolines and quinazolines are frequently used medicinal chemistry. Therefore, the direct clean synthesis of these valuable scaffolds has been a great interest for many years. 2‐Aminobenzyl alcohols as an alternative reactant instead unstable expensive 2‐aminobenzaldehydes can be construction N‐fused heterocycles including quinolines, quinazolines, oxazines, thiazines, selenazines, imidazoles, diazepines, etc. In this review article, we have discussed recent developments use 2‐aminobenzyl diverse heterocycles.

Language: Английский

Citations

4

Research progress of self-organized reaction networks for cascade reactions DOI

Yong‐Xing Tang,

An‐Xin Wu

Tetrahedron, Journal Year: 2024, Volume and Issue: 166, P. 134210 - 134210

Published: Aug. 27, 2024

Language: Английский

Citations

4

Iodine and DMSO as Surrogate of Hazardous Metal and Non‐Metal Reagents in Organic Synthesis DOI
Reetu Reetu,

Sangita Kalita,

Sonali Prava Dash

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(3)

Published: Jan. 17, 2024

Abstract Organic synthesis involves the production of important chemical structures using scalable and cost‐effective methods that are also environmentally friendly. In this review, a detailed analysis use iodine DMSO in various synthetic routes for preparation valuable targets presented. These reduce acceptance on expensive additives reagents, offer more sustainable solution these scaffolds.

Language: Английский

Citations

3

[3+1+1] type cyclization of ClCF2COONa for the assembly of imidazoles and tetrazoles via in situ generated isocyanides DOI
Ya Wang, Yao Zhou, Qiuling Song

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(45), P. 6106 - 6109

Published: Jan. 1, 2020

A facile synthesis of imidazoles and tetrazoles via [3+1+1] type cyclization ClCF2COONa is developed. diverse array were obtained in decent yields isocyanide intermediates. Notably, this the first example cycloaddition situ generated isocyanides.

Language: Английский

Citations

22