Synthesis of Polysubstituted 2,3-Dihydrofurans via P(NMe2)3- Mediated [1+4] Annulation of 1,2-Dicarbonyl Compounds with α,β-Unsaturated Ketones DOI Open Access

Feixue Xue,

Jianwei Zeng,

Yan Tai-shan

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(11), P. 3805 - 3805

Published: Jan. 1, 2022

P(NMe

Language: Английский

A review of recent synthetic strategies and biological activities of isoxazole DOI
Chandrashekhar P. Pandhurnekar,

Himani C. Pandhurnekar,

Arvind J. Mungole

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2022, Volume and Issue: 60(4), P. 537 - 565

Published: Oct. 13, 2022

Abstract Among different heterocyclic compounds, isoxazole and their analogues are very important classes of compounds as they display an extensive range biological actions. This makes such scaffolds structures in the field medicinal chemistry. From literature assessment, is clinically proven to be effective anti‐bacterial, anti‐fungal, anti‐inflammatory, anti‐cancer, anti‐tubercular, anti‐neoplastic agent. The derivatives which exhibits adjustment structure have shown a high degree variety properties evident them beneficial progress novel bioactive drugs show enhanced effectiveness along with minor harmfulness. Structural aspects having aromaticity weaker nitrogen‐oxygen bonding provide potential site for ring cleavage. Thus, this system allows easier modifications substituents consequently make useful intermediates various synthetic routes compounds. Hence, synthesis evaluation isoxazole‐containing molecules wider therapeutic consequences always topic interest chemists. light comprehensive research on isoxazole, it thought worthwhile review pathways broad spectrum

Language: Английский

Citations

59

Catalytic oxidation of benzyl alcohols by new Cu(II) complexes of 1,3-oxazolidine based ligand obtained from a solvent free reaction DOI
Rahman Bikas,

Fatemeh Ajormal,

Marzieh Emami

et al.

Inorganica Chimica Acta, Journal Year: 2018, Volume and Issue: 478, P. 77 - 87

Published: April 4, 2018

Language: Английский

Citations

40

Dess-Martin Periodinane (DMP) in Organic Synthesis-A Septennial Update (2015-till Date) DOI
Ravi Varala, Vittal Seema, Mohammed Mujahid Alam

et al.

Current Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(17), P. 1504 - 1530

Published: Sept. 1, 2023

Abstract: Dess-Martin periodinane (DMP) is one of the hypervalent iodines that most frequently utilized as an oxidizing agent in organic chemistry. The authors this septennial review have critically and methodically presented representative applications DMP synthesis from 2015 to present, including oxidations, dehydrogenations, hetero homo-dimerizations, aromatizations, thiocyanations, halogenations, dearylations, ring expansions, cyclizations, heterocyclic formation, other miscellaneous reactions. This discusses range constraints these transformations.

Language: Английский

Citations

7

Crystal structure and magneto-structural investigation of alkoxido bridged dinuclear Fe(III) complexes with 1,3-oxazolidine ligands DOI
Rahman Bikas,

Fatemeh Ajormal,

Marzieh Emami

et al.

Polyhedron, Journal Year: 2019, Volume and Issue: 162, P. 20 - 29

Published: Jan. 24, 2019

Language: Английский

Citations

21

Oxadiazoles: moiety to synthesis and utilize DOI

Poonam Poonam,

Geetika Bhasin,

Richa Srivastava

et al.

Journal of the Iranian Chemical Society, Journal Year: 2021, Volume and Issue: 19(3), P. 665 - 677

Published: July 6, 2021

Language: Английский

Citations

9

Diethyl phosphite mediated reductive [1 + 4] annulation of α-ketoesters with α, β-unsaturated ketones and synthesis of polysubstituted 2,3-dihydrofurans DOI

Feixue Xue,

Xiang‐Yu Chen, Zhengjie He

et al.

Tetrahedron, Journal Year: 2022, Volume and Issue: 106-107, P. 132646 - 132646

Published: Jan. 1, 2022

Language: Английский

Citations

5

Negligible Substituent Effect as Key to Synthetic Versatility: a Computational‐Experimental Study of Vinyl Ethers Addition to Nitrile Oxides DOI

Anastasia M. Kutskaya,

Semyon A. Serkov,

Vladimir V. Voronin

et al.

ChemistrySelect, Journal Year: 2022, Volume and Issue: 7(10)

Published: March 14, 2022

Abstract A tangible substituent effect may be perceived as a good feature in developing an organic reaction. This work demonstrates that, on the contrary, zero‐slope Hammet plot should sought. The synthesis of isoxazoles by consecutive cycloaddition nitrile oxides to vinyl ethers and alcohols elimination was studied computationally experimentally. We performed Hammett study silico demonstrate negligible (i. e., broad substrate scope) addition benzyl ether oxides. modeling at ωB97X‐V/def2‐TZVP//PBE0‐D4/def2‐TZVP+SMD(benzene) level theory within RIJCOSX approximation. experimental evaluation validated computational model. versatile methodology for synthesizing substituted isoxazolines proposed main result. present this successful example how quantum chemical can re‐boost classic approach optimization design synthetic methodologies. anticipate further studies , considering current trend data‐driven research.

Language: Английский

Citations

5

Synthesis of Isoxazolidines by Intramolecular Hydroamination of N-Alkoxyamides in the Presence of a Visible-Light Photoredox Catalyst DOI

Hayate Ishizuka,

K. Adachi,

Minami Odagi

et al.

Bulletin of the Chemical Society of Japan, Journal Year: 2019, Volume and Issue: 92(9), P. 1447 - 1449

Published: June 14, 2019

N-Acyl isoxazolidines were obtained in moderate to good yields by intramolecular hydroamination of N-alkoxyamides the presence a ruthenium photocatalyst. In this reaction, N-alkoxyamide a...

Language: Английский

Citations

6

The literature of heterocyclic chemistry, part XVII, 2017 DOI

Л. И. Беленький,

Yu. B. Evdokimenkova

Advances in heterocyclic chemistry, Journal Year: 2019, Volume and Issue: unknown, P. 337 - 418

Published: Jan. 1, 2019

Language: Английский

Citations

5

Synthesis of 3-substituted isoxazolidin-4-ols using hydroboration–oxidation reactions of 4,5-unsubstituted 2,3-dihydroisoxazoles DOI Creative Commons
Lívia Dikošová,

Júlia Laceková,

Ondrej Záborský

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 16, P. 1313 - 1319

Published: June 16, 2020

Isoxazolidines represent a very important class of N/O-containing heterocycles used as the key intermediates in synthesis more complex cyclic and acyclic compounds, including various biologically active molecules. Here, we present fast highly stereoselective approach towards both C-3/4-cis C-3/4-trans isomers 3-substituted isoxazolidin-4-ols. The strategy relies on regio- trans-stereoselective hydroboration-oxidation reaction 4,5-unsubstituted 2,3-dihydroisoxazoles with basic hydrogen peroxide. consecutive oxidation/reduction route, sequentially employing Dess-Martin periodinane ʟ-selectride, is for inversion relative configuration isoxazolidine ring. significance method lies its variability applicability to concise 4-hydroxyisoxazolidines, starting from readily available C-alkyl/aryl-nitrones. resemblance 3-hydroxypyrrolidines certainly makes 4-hydroxyisoxazolidines valuable structural fragments drug discovery.

Language: Английский

Citations

5