Controllable Single and Double Difluoromethylene Insertions into C–Cu Bonds: Copper-Mediated Tetrafluoroethylation and Hexafluoropropylation of Aryl Iodides with TMSCF2H and TMSCF2Br
出版年份 2022 全文链接
标题
Controllable Single and Double Difluoromethylene Insertions into C–Cu Bonds: Copper-Mediated Tetrafluoroethylation and Hexafluoropropylation of Aryl Iodides with TMSCF2H and TMSCF2Br
作者
关键词
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出版物
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 144, Issue 27, Pages 12202-12211
出版商
American Chemical Society (ACS)
发表日期
2022-07-05
DOI
10.1021/jacs.2c03104
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注意:仅列出部分参考文献,下载原文获取全部文献信息。- Synthesis and study of amphiphilic properties of polyfluoroalkylethyl ethers
- (2022) A.S. Tsyrulnikova et al. JOURNAL OF FLUORINE CHEMISTRY
- CF3-substituted carbocations: underexploited intermediates with great potential in modern synthetic chemistry
- (2021) Anthony J Fernandes et al. Beilstein Journal of Organic Chemistry
- Synthesis of Difluorinated Heterocyclics through Metal-Free [8+1] and [4+1] Cycloaddition of Difluorocarbene
- (2021) Yimin Jia et al. ORGANIC LETTERS
- Mechanistic Insight into Copper-Mediated Trifluoromethylation of Aryl Halides: The Role of CuI
- (2021) He Liu et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Synthesis of Difluoroalkylated Heteroarenes via Difluorocarbene
- (2021) Alexey L. Trifonov et al. ORGANIC LETTERS
- TMSCF 2 Br‐Enabled Fluorination–Aminocarbonylation of Aldehydes: Modular Access to α‐Fluoroamides
- (2021) An Liu et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Difluorocarbene‐Induced Ring‐Opening Difluoromethylation‐Halogenation of Cyclic (Thio)Ethers with TMSCF 2 X (X=Br, Cl)**
- (2021) Rongyi Zhang et al. CHEMISTRY-A EUROPEAN JOURNAL
- From C1 to C3: Copper-Catalyzed gem-Bis(trifluoromethyl)olefination of α-Diazo Esters with TMSCF3
- (2020) Jinbo Hu et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Where does the Fluorine come from? A review on the challenges associated with the synthesis of organofluorine compounds.
- (2020) Stephane Caron ORGANIC PROCESS RESEARCH & DEVELOPMENT
- Preparation of 1-Azido-2-bromo-1,1,2,2-tetrafluoroethane and its Use in the Synthesis of N-Fluoroalkylated Nitrogen Heterocycles
- (2020) David Tichy et al. JOURNAL OF ORGANIC CHEMISTRY
- Difluoroketenimine: Generation from Difluorocarbene and Isocyanide and Its [3 + 2] Cycloadditions with Alkenes or Alkynes
- (2020) Rui Zhang et al. JOURNAL OF ORGANIC CHEMISTRY
- Difluorocarbene Generation from TMSCF3: Kinetics and Mechanism of NaI-Mediated and Si-Induced Anionic Chain Reactions
- (2020) Andrés García-Domínguez et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Defluorinative Ring‐Opening Indolylation of Siloxydifluorocyclopropanes: Controlled Synthesis of α‐Fluoro‐β‐Indolyl‐Propanones for Carbazole Construction
- (2020) Xiaowei Liu et al. ADVANCED SYNTHESIS & CATALYSIS
- Ring-opening functionalizations of unstrained cyclic amines enabled by difluorocarbene transfer
- (2020) Youyoung Kim et al. Nature Communications
- Current Contributions of Organofluorine Compounds to the Agrochemical Industry
- (2020) Yuta Ogawa et al. iScience
- The Generation of Difluoroketenimine and Its Application in the Synthesis of α,α-Difluoro-β-amino Amides
- (2019) Rui Zhang et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- A General C-H Difluoromethylation Protocol for Carbon Acids Using TMSCF2Br
- (2019) Jinbo Hu et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- CF2H, a Functional Group-Dependent Hydrogen-Bond Donor: Is It a More or Less Lipophilic Bioisostere of OH, SH, and CH3?
- (2019) Yossi Zafrani et al. JOURNAL OF MEDICINAL CHEMISTRY
- Selective Copper Complex-Catalyzed Hydrodefluorination of Fluoroalkenes and Allyl Fluorides: A Tale of Two Mechanisms
- (2019) Nicholas O. Andrella et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Controllable catalytic difluorocarbene transfer enables access to diversified fluoroalkylated arenes
- (2019) Xia-Ping Fu et al. Nature Chemistry
- Applications of fluorine-containing amino acids for drug design
- (2019) Haibo Mei et al. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
- “Ligandless” Pentafluoroethylation of Unactivated (Hetero)aryl and Alkenyl Halides Enabled by the Controlled Self-Condensation of TMSCF3-Derived CuCF3
- (2019) Jordi Mestre et al. JOURNAL OF ORGANIC CHEMISTRY
- Nucleophilic (Phenylsulfonyl/arylthio)difluoromethylation of Aldehydes with TMSCF2Br: A Three-Component Strategy
- (2019) Qiqiang Xie et al. ORGANIC LETTERS
- Highly C-selective difluoromethylation of β-ketoesters by using TMSCF2Br/lithium hydroxide/N,N,N-trimethylhexadecan-1-ammonium bromide
- (2018) Jiandong Wang et al. CHEMICAL COMMUNICATIONS
- Advances in the Synthesis and Application of Tetrafluoroethylene- and 1,1,2,2-Tetrafluoroethyl-Containing Compounds
- (2018) Jiří Václavík et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design
- (2018) Nicholas A. Meanwell JOURNAL OF MEDICINAL CHEMISTRY
- From C1 to C2 : TMSCF3 as a Precursor for Pentafluoroethylation
- (2018) Qiqiang Xie et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Difluoromethyl Bioisostere: Examining the “Lipophilic Hydrogen Bond Donor” Concept
- (2017) Yossi Zafrani et al. JOURNAL OF MEDICINAL CHEMISTRY
- CF2H, a Hydrogen Bond Donor
- (2017) Chanan D. Sessler et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Synthesis, Reactivity, and Catalytic Applications of Isolable (NHC)Cu(CHF2) Complexes
- (2017) James R. Bour et al. ORGANOMETALLICS
- Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II–III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas
- (2016) Yu Zhou et al. CHEMICAL REVIEWS
- Unexpected “reverse” cyclization of 2-mercaptobenzimidazole with chlorotrifluoroethylene and hexafluoropropene
- (2016) Kirill I. Petko et al. JOURNAL OF FLUORINE CHEMISTRY
- Antioxidant properties in a non-polar environment of difluoromethyl bioisosteres of methyl hydroxycinnamates
- (2016) Mario D. Martínez et al. JOURNAL OF PHARMACY AND PHARMACOLOGY
- Polyfluoroethoxy derivatives of malonic aldehyde acetal in the synthesis of heterocyclic compounds
- (2015) Taras M. Sokolenko et al. Chemistry of Heterocyclic Compounds
- Copper-mediated oxidative difluoromethylation of terminal alkynes with TMSCF2H
- (2015) Sheng-Qing Zhu et al. Organic Chemistry Frontiers
- Efficient Synthesis of Empagliflozin, an Inhibitor of SGLT-2, Utilizing an AlCl3-Promoted Silane Reduction of a β-Glycopyranoside
- (2014) Xiao-jun Wang et al. ORGANIC LETTERS
- Termite (order Blattodea, infraorder Isoptera) baiting 20 years after commercial release
- (2014) Theodore A Evans et al. PEST MANAGEMENT SCIENCE
- Copper-mediated difluoromethylation of electron-poor aryl iodides at room temperature
- (2014) Xue-Liang Jiang et al. Organic Chemistry Frontiers
- Fluorine in Pharmaceutical Industry: Fluorine-Containing Drugs Introduced to the Market in the Last Decade (2001–2011)
- (2013) Jiang Wang et al. CHEMICAL REVIEWS
- Copper-Mediated Difluoromethylation of Aryl and Vinyl Iodides
- (2012) Patrick S. Fier et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Synopsis of Some Recent Tactical Application of Bioisosteres in Drug Design
- (2011) Nicholas A. Meanwell JOURNAL OF MEDICINAL CHEMISTRY
- Chloride ion-catalyzed generation of difluorocarbene for efficient preparation of gem-difluorinated cyclopropenes and cyclopropanes
- (2010) Fei Wang et al. CHEMICAL COMMUNICATIONS
- Selective difluoromethylation and monofluoromethylation reactions
- (2009) Jinbo Hu et al. CHEMICAL COMMUNICATIONS
- The solid complex Zn(CF3)Br·2DMF as an alternative reagent for the preparation of both, trifluoromethyl and pentafluoroethyl copper, CuCF3 and CuC2F5
- (2009) Mikhail M. Kremlev et al. JOURNAL OF FLUORINE CHEMISTRY
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