☆ 4.6 Review

Synthetic strategies for the construction of C3-fluorinated oxindoles

ORGANIC & BIOMOLECULAR CHEMISTRY (2023)

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, Inorganic & Nuclear

Design, synthesis and insilico studies of 3-fluoro-3-substituted oxindoles against cancer targets

P. L. N. Ranganath et al.

Summary: Isatin and substituted isatins were reacted with various ketones via Aldol condensation, and the resulting 3-hydroxy compounds were transformed into fluorine derivatives. The synthesized 3-fluoro-3-substituted oxindoles were then evaluated using molecular docking against the anti-cancer targets VEGFR2 and GSK-3 beta. The study demonstrates that the fluorine compounds exhibited binding at the active sites, with compounds 4i, 4n, and 4q showing the highest binding affinity and similar hydrophobic interactions as their respective co-crystallized ligands.

JOURNAL OF FLUORINE CHEMISTRY (2023)

添加到收藏夹

Article Biochemistry & Molecular Biology

New Imatinib Derivatives with Antiproliferative Activity against A549 and K562 Cancer Cells

Andressa Oliveira et al.

Summary: This study synthesized ten novel analogs containing isatins and the phenylamino-pyrimidine pyridine (PAPP) skeleton and evaluated their antiproliferative ability. The results suggest that several of these analogs exhibit stronger inhibitory effects against lung cancer and can be used as prototypes for the development of more effective anti-lung cancer drugs.

MOLECULES (2022)

添加到收藏夹

Review Chemistry, Organic

Synthesis of oxindoles bearing a stereogenic 3-fluorinated carbon center from 3-fluorooxindoles

Yong-Liang Liu et al.

Summary: 3,3-Disubstituted oxindoles with a stereogenic 3-fluorinated carbon center are important structural motifs in bioactive molecules. The functionalization of 3-fluorooxindoles is a powerful method for synthesizing 3-fully substituted 3-fluorooxindoles, with many papers published on this topic in the past decade. Asymmetric catalytic methods have been developed for the enantioselective synthesis of these valuable compounds.

ORGANIC & BIOMOLECULAR CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Organic

Divergent Regioselective Csp2-H Difluoromethylation of Aromatic Amines Enabled by Nickel Catalysis

Quan Gou et al.

Summary: In this study, a first catalytic protocol for nickel-catalyzed ortho or para position difluoromethylation of various aromatic amines was developed with the assistance of a bidentate phosphine ligand. This method offers an invaluable synthesis means to construct extensive p-difluoromethylated products and difluorooxindole derivatives with significant functional fragments. The gram-scale reaction, broad substrate scope, excellent functional-group compatibility, late-stage difluoromethylation of pesticides, and even formal synthesis of HDAC6 inhibitors further demonstrate the usefulness of this method.

ORGANIC LETTERS (2022)

添加到收藏夹

Article Chemistry, Medicinal

Calcitonin gene-related peptide (CGRP) receptor antagonists: Heterocyclic modification of a novel azepinone lead

Guanglin Luo et al.

Summary: Researchers identified a series of high-affinity heterocycle derivatives as CGRP receptor antagonists, some of which showed good oral exposure and reduced time-dependent CYP3A4 inhibition. However, challenges remained in improving the oral bioavailability of these compounds.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2021)

添加到收藏夹

Article Biochemistry & Molecular Biology

Effect of 6-Benzoyl-benzothiazol-2-one scaffold on the pharmacological profile of α-alkoxyphenylpropionic acid derived PPAR agonists

Aurelie Hurtevent et al.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Organic

Visible Light-Promoted Phosphine-Catalyzed Difluoroalkylation of Arenes and Heterocycles

Heng Lu et al.

JOURNAL OF ORGANIC CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Physical

Modular Synthesis of Medium-Sized Fluorinated and Nonfluorinated Heterocyclic Lactones by Sequential CN-Bond-Cleaving Ring Expansion under Pd Catalysis

Hiroto Uno et al.

ACS CATALYSIS (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Development of Novel Diclofenac Analogs Designed to Avoid Metabolic Activation and Hepatocyte Toxicity

Yasuhiro Tateishi et al.

ACS OMEGA (2020)

添加到收藏夹

Article Chemistry, Organic

Copper-catalyzed C-H [3+2] annulation of N-substituted anilines with α-carbonyl alkyl bromides via C(sp3)-Br/C(sp2)-H functionalization

An-Zhu Cao et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2020)

添加到收藏夹

Article Biochemistry & Molecular Biology

Phenylhydrazides as inhibitors of Leishmania amazonensis arginase and antileishmanial activity

Evanoel Crizanto de Lima et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Organic

Transition-Metal-Free Addition Reaction for the Synthesis of 3-(Aminobenzylidene/aminoalkylidene)indolin-2-ones and Its Synthetic Applications

Girish Singh Bisht et al.

JOURNAL OF ORGANIC CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Applied

De novo Design of Organic Photocatalysts: Bithiophene Derivatives for the Visible-light Induced C-H Functionalization of Heteroarenes

Cecilia Bottecchia et al.

ADVANCED SYNTHESIS & CATALYSIS (2019)

添加到收藏夹

Article Chemistry, Organic

Synthesis of 3-substituted 3-fluoro-2-oxindoles by deacylative alkylation

Cynthia Molina et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Medicinal

New hydrazides derivatives of isoniazid against Mycobacterium tuberculosis: Higher potency and lower hepatocytotoxicity

Frederico Silva Castelo-Branco et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2018)

添加到收藏夹

Article Chemistry, Organic

Solvent Effects: Syntheses of 3,3-Difluorooxindoles and 3-Fluorooxindoles from Hydrazonoindolin-2-one by Selectfluor

Qiong Yang et al.

JOURNAL OF ORGANIC CHEMISTRY (2018)

添加到收藏夹

Article Multidisciplinary Sciences

Identification of a novel 2-oxindole fluorinated derivative as in vivo antitumor agent for prostate cancer acting via AMPK activation

Alicia Bort et al.

SCIENTIFIC REPORTS (2018)

添加到收藏夹

Article Chemistry, Medicinal

Synthesis and cytotoxic studies of novel 5-phenylisatin derivatives and their anti-migration and anti-angiogenic evaluation

Qian Zhang et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2018)

添加到收藏夹

Article Chemistry, Organic

Stereocontrolled Nucleophilic Fluorination at the Tertiary sp(3)-Carbon Center for Enantiopure Synthesis of 3-Fluorooxindoles

Saumen Hajra et al.

ORGANIC LETTERS (2018)

添加到收藏夹

Article Chemistry, Organic

Visible-Light-Promoted Tandem Difluoroalkylation-Amidation: Access to Difluorooxindoles from Free Anilines

Ling-Chao Yu et al.

JOURNAL OF ORGANIC CHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Medicinal

Imatinib derivatives as inhibitors of K562 cells in chronic myeloid leukemia

Liviane D. Azevedo et al.

MEDICINAL CHEMISTRY RESEARCH (2017)

添加到收藏夹

Article Chemistry, Organic

Copper-Catalyzed C-H Difluoroalkylations and Perfluoroalkylations of Alkenes and (Hetero)arenes

Xiaoyang Wang et al.

ORGANIC LETTERS (2017)

添加到收藏夹

Article Chemistry, Organic

Metal-Free Hypervalent-Iodine-Promoted C3 Difluorination and C2 Oxidation of N-Substituted Indoles

Xin Sun et al.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Synthesis of C3-Fluorinated Oxindoles through Reagent-Free Cross-Dehydrogenative Coupling

Zheng-Jian Wu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Copper/B2pin2-catalyzed C-H difluoroacetylation-cycloamidation of anilines leading to the formation of 3,3-difluoro-2-oxindoles

Miaolin Ke et al.

CHEMICAL COMMUNICATIONS (2017)

添加到收藏夹

Article Chemistry, Medicinal

Phenyl Benzenesulfonylhydrazides Exhibit Selective Indoleamine 2,3-Dioxygenase Inhibition with Potent in Vivo Pharmacodynamic Activity and Antitumor Efficacy

Shu-Yu Lin et al.

JOURNAL OF MEDICINAL CHEMISTRY (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Total Synthesis of Gelsenicine via a Catalyzed Cycloisomerization Strategy

Eric T. Newcomb et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

添加到收藏夹

Article Chemistry, Medicinal

Inhibitory activity evaluation and mechanistic studies of tetracyclic oxindole derivatives as α-glucosidase inhibitors

Hua Sun et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2016)

添加到收藏夹

Review Chemistry, Medicinal

Oxindole: A chemical prism carrying plethora of therapeutic benefits

Maninder Kaur et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2016)

添加到收藏夹

Article Chemistry, Organic

Transition-Metal-Free Fluoroarylation of Diazoacetamides: A Complementary Approach to 3-Fluorooxindoles

Kuiyong Dong et al.

JOURNAL OF ORGANIC CHEMISTRY (2016)

添加到收藏夹

Article Chemistry, Medicinal

Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones

Tejpal Singh Chundawat et al.

MEDICINAL CHEMISTRY RESEARCH (2016)

添加到收藏夹

Article Chemistry, Organic

Visible-light photoredox intramolecular difluoroacetamidation: facile synthesis of 3,3-difluoro-2-oxindoles from bromodifluoroacetamides

Xiao-Jing Wei et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2016)

添加到收藏夹

Article Chemistry, Medicinal

Applications of Fluorine in Medicinal Chemistry

Eric P. Gillis et al.

JOURNAL OF MEDICINAL CHEMISTRY (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Intramolecular C-H Difluoroalkylation: Synthesis of Substituted 3,3-Difluoro-2-oxindoles

Shi-Liang Shi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Regenerative Glycosylation under Nucleophilic Catalysis

Swati S. Nigudkar et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

添加到收藏夹

Article Chemistry, Medicinal

Isatin replacements applied to the highly selective, muscarinic M1 PAM ML137: Continued optimization of an MLPCN probe molecule

Bruce J. Melancon et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2013)

添加到收藏夹

Article Chemistry, Organic

Highly Enantioselective Fluorination of Unprotected 3-Substituted Oxindoles: One-Step Synthesis of BMS 204352 (MaxiPost)

Jun Li et al.

JOURNAL OF ORGANIC CHEMISTRY (2012)

添加到收藏夹

Article Chemistry, Organic

Direct Conversion of Indoles to 3,3-Difluoro-2-oxindoles via Electrophilic Fluorination

Yee Hwee Lim et al.

ORGANIC LETTERS (2012)

添加到收藏夹

Article Chemistry, Organic

Direct ethoxycarbonyldifluoromethylation of aromatic compounds using Fenton reagent

Yuhki Ohtsuka et al.

TETRAHEDRON (2011)

添加到收藏夹

Article Chemistry, Medicinal

1,7-Disubstituted oxyindoles are potent and selective EP3 receptor antagonists

Nian Zhou et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2010)

添加到收藏夹

Article Chemistry, Organic

Copper-Mediated Fluoroalkylation Reactions with Iododifluoroacetamides: Controlling the Selectivity among Cross-Coupling, Intramolecular Cyclization, and Homocoupling Reactions

Jieming Zhu et al.

JOURNAL OF ORGANIC CHEMISTRY (2010)

添加到收藏夹

Article Biochemistry & Molecular Biology

Fluorinated isatin derivatives. Part 1: Synthesis of new N-substituted (S)-5-[1-(2-methoxymethylpyrrolidinyl) sulfonyl]isatins as potent caspase-3 and-7 inhibitors

Anil Kumar Podichetty et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2009)

添加到收藏夹

Article Chemistry, Organic

Development of fluorination methods using continuous-flow microreactors

Marcus Baumann et al.

TETRAHEDRON (2009)

添加到收藏夹

Review Chemistry, Multidisciplinary

Fluorine in medicinal chemistry

Sophie Purser et al.

CHEMICAL SOCIETY REVIEWS (2008)

添加到收藏夹

Article Chemistry, Multidisciplinary

N-acyl-3,3-difluoro-2-oxoindoles as versatile intermediates for the preparation of different 2,2-difluorophenylacetic derivatives

Nubia Boechat et al.

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY (2008)

添加到收藏夹

Review Multidisciplinary Sciences

Fluorine in pharmaceuticals:: Looking beyond intuition

Klaus Mueller et al.

SCIENCE (2007)

添加到收藏夹

Article Chemistry, Multidisciplinary

A fluorous, pummerer cyclative-capture strategy for the synthesis of N-heterocycles

Laura A. McAllister et al.

CHEMISTRY-A EUROPEAN JOURNAL (2007)

添加到收藏夹

Article Chemistry, Medicinal

Discovery and SAR of oxindole-pyridine-based protein kinase B/Akt inhibitors for treating cancers

GD Zhu et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2006)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic enantioselective fluorination of oxindoles

Y Hamashima et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2005)

添加到收藏夹

Article Chemistry, Medicinal

Novel arylsulfoanilide-oxindole hybrid as an anticancer agent that inhibits translation initiation

A Natarajan et al.

JOURNAL OF MEDICINAL CHEMISTRY (2004)

添加到收藏夹

Article Chemistry, Medicinal

The synthesis and characterization of BMS-204352 (MaxiPost™) and related 3-fluorooxindoles as openers of maxi-K potassium channels

P Hewawasam et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2002)

添加到收藏夹

Article Chemistry, Organic

Nucleophilic di- and tetrafluorination of dicarbonyl compounds

RP Singh et al.

JOURNAL OF ORGANIC CHEMISTRY (2001)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.