4.6 Article

One-pot four-component synthesis of novel isothiourea-ethylene-tethered-piperazine derivatives

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Article Chemistry, Organic

Probing Regio- and Enantioselectivity in the Formal [2+2] Cycloaddition of C(1)-Alkyl Ammonium Enolates with β- and α,β-Substituted Trifluoromethylenones

Yihong Wang et al.

Summary: The isothiourea-catalyzed formal [2+ 2] cycloaddition of C(1)-alkyl and C(1)-unsubstituted ammonium enolates with beta- and alpha,beta-substituted trifluoromethylenones has been developed. The reaction exhibited preferential [2 + 2]-cycloaddition over the alternative [4 + 2]-cycloaddition, resulting in beta-lactones with excellent diastereo- and enantioselectivity. The regioselectivity of the reaction was determined by the substituents on both reactants.

JOURNAL OF ORGANIC CHEMISTRY (2023)

Article Chemistry, Organic

1,3-Diaza-Claisen Rearrangements of Vinyl Pyrrolidines Tethered to In Situ Generated Carbodiimides Afford Ring-Expanded [9,5]- and [9,6]-Bicyclic Guanidines

Teruki Watanabe et al.

Summary: Vinyl pyrrolidines tethered to isothioureas are activated to carbodiimides using AgOTf and Et3N. Intramolecular addition of the vinyl pyrrolidine amine to the carbodiimide followed by a 1,3-diaza-Claisen rearrangement results in the formation of [9,5]- and [9,6]-bicyclic guanidines with good to excellent yields, depending on the tether length. Density functional theory calculations suggest that the pathway involving intramolecular addition of the amine to the carbodiimide to form a zwitterionic intermediate, followed by the zwitterionic 1,3-diaza-Claisen rearrangement, is energetically unfavorable compared to the pathway involving protonation of the zwitterionic intermediate, followed by the cationic 1,3-diaza-Claisen rearrangement.

JOURNAL OF ORGANIC CHEMISTRY (2023)

Article Chemistry, Multidisciplinary

Novel Adamantane-Linked Isothiourea Derivatives as Potential Chemotherapeutic Agents: Synthesis, Structural Insights, and Antimicrobial/Anti-Proliferative Profiles

Fatmah A. M. Al-Omary et al.

Summary: In this study, two adamantane-linked isothiourea derivatives were synthesized and characterized. The crystal structures of both derivatives were analyzed, revealing the predominant dispersive component that stabilizes crystal packing. Both compounds showed potent antibacterial and antifungal activities, and the 4-bromobenzyl analogue displayed higher activity against human cancer cell lines. Our results demonstrate the potential of the adamantane/isothiourea combination as a scaffold for new chemotherapeutic agents.

ACS OMEGA (2023)

Article Chemistry, Multidisciplinary

Synthesis of New 3-Arylcoumarins Bearing N-Benzyl Triazole Moiety: Dual Lipoxygenase and Butyrylcholinesterase Inhibitors With Anti-Amyloid Aggregation and Neuroprotective Properties Against Alzheimer's Disease

Ladan Pourabdi et al.

Summary: A novel series of coumarin derivatives linked to the N-benzyl triazole group were synthesized and evaluated for their potential against Alzheimer's disease. Compounds 8l and 8n showed excellent neuroprotective and anti-amyloid aggregation activities, making them potential candidates for further studies against AD.

FRONTIERS IN CHEMISTRY (2022)

Article Chemistry, Organic

Multicomponent synthesis of novel dihydropyrano-dioxine fused-bicyclic systems as a potentially new class of heterocyclic atropisomers

Mohammad M. Mojtahedi et al.

Summary: A new series of dihydropyrano-dioxine products were synthesized using a one-pot method, avoiding chromatographic separations. The structure of the products was confirmed by NMR data and X-ray crystallography.

TETRAHEDRON LETTERS (2022)

Article Chemistry, Organic

A Unified Approach for the Synthesis of Isourea and Isothiourea from Isonitrile and N,N-Dibromoarylsulfonamides

Debashish Mishra et al.

Summary: A unified approach has been developed for the synthesis of both isourea and isothiourea in a three-component coupling reaction, yielding a library of sulfonylisoureas and isothioureas with wide substrate scope and good to high yields.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Applying Gewald reaction for the preparation of some novel aminothieno derivatives featuring noroxymorphone skeletal backbone

Saeed Bagherpour et al.

JOURNAL OF SULFUR CHEMISTRY (2020)

Article Chemistry, Organic

Direct synthesis of piperazines containing dithiocarbamate derivatives via DABCO bond cleavage

Farzane Jafari Asar et al.

TETRAHEDRON LETTERS (2020)

Review Chemistry, Multidisciplinary

Sequential and direct multicomponent reaction (MCR)-based dearomatization strategies

Upendra K. Sharma et al.

CHEMICAL SOCIETY REVIEWS (2020)

Article Chemistry, Multidisciplinary

A study of the cis-trans isomerization preference of N-alkylated peptides containing phosphorus in the side chain and backbone

Alexander F. de la Torre et al.

NEW JOURNAL OF CHEMISTRY (2019)

Review Chemistry, Organic

Consecutive multicomponent reactions for the synthesis of complex molecules

Sanjun Zhi et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2019)

Review Chemistry, Multidisciplinary

DABCO bond cleavage for the synthesis of piperazine derivatives

Azim Ziyaei Halimehjani et al.

RSC ADVANCES (2019)

Article Agronomy

Insecticidal activity of novel thioureas and isothioureas

William T. Lambert et al.

PEST MANAGEMENT SCIENCE (2017)

Article Chemistry, Multidisciplinary

Multicomponent Reactions with Cyclic Tertiary Amines Enabled by Facile C-N Bond Cleavage

Qiming Zhu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Pharmacology & Pharmacy

Lesinurad: First Global Approval

Sheridan M. Hoy

Article Chemistry, Multidisciplinary

Multicomponent reactions: advanced tools for sustainable organic synthesis

Razvan C. Cioc et al.

GREEN CHEMISTRY (2014)

Article Chemistry, Medicinal

A novel mitochondria-localizing nitrobenzene derivative as a donor for photo-uncaging of nitric oxide

Taeko Horinouchi et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2011)

Review Chemistry, Multidisciplinary

Natural Product Synthesis Using Multicomponent Reaction Strategies

Barry B. Toure et al.

CHEMICAL REVIEWS (2009)

Article Chemistry, Multidisciplinary

S=N versus S+-N-:: An experimental and theoretical charge density study

D Leusser et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2004)