☆ 4.8 Article

Selectively Tunable Synthesis of ?-Trifluoromethyl Ketones

ORGANIC LETTERS (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, Multidisciplinary

Enantioselective C(sp3)-C(sp3) Reductive Cross-Electrophile Coupling of Unactivated Alkyl Halides with α-Chloroboronates via Dual Nickel/Photoredox Catalysis

Jun Zhou et al.

Summary: Substantial advances have been made in enantioconvergent C(sp3)-C(sp3) bond formations with the utilization of dual nickel/photoredox catalysis system. This method allows for direct coupling of two different alkyl halides, resulting in the formation of chiral secondary alkyl boronic esters. These intermediates are important in organic synthesis and provide a desirable strategy for the construction of enantioenriched complex molecules.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2023)

添加到收藏夹

Article Chemistry, Multidisciplinary

General and Modular Access to Enantioenriched α-Trifluoromethyl Ketones via Nickel-Catalyzed Reductive Trifluoroalkylation

Dengkai Lin et al.

Summary: The development of new catalytic enantioselective access to stereogenic CF3-containing molecules is of great interest for expediting the discovery of lead compounds that remain challenging. In this study, a general and modular approach using nickel-catalyzed reductive cross-coupling was developed to access enantioenriched alpha-CF3 ketones. The method exhibited high chemoselectivity, excellent functional group tolerance, and facile scale-up, making it a reliable and efficient alternative for synthesizing enantiopure alpha-CF3 carbonyls.

CCS CHEMISTRY (2023)

添加到收藏夹

Article Chemistry, Multidisciplinary

Modular and Facile Access to Chiral α-Aryl Phosphates via Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling

Hepan Wang et al.

Summary: In this study, a general synthetic method for chiral alpha-aryl phosphorus compounds was reported, which involves a dual catalytic system to achieve enantioconvergent reductive cross-coupling between alpha-bromophosphates and aryl iodides. The method exhibited high efficiency and can accommodate substrates with diverse functional groups.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective Synthesis of Secondary β-Trifluoromethyl Alcoholsvia Catalytic Asymmetric Reductive Trifluoroalkylation and Diastereoselective Reduction

Bing-Bing Wu et al.

Summary: Fluorinated motifs are commonly found in drugs and agrochemicals, and incorporating these motifs in drug candidates has emerged as a powerful tool in pharmaceutical research. In this study, a nickel-catalyzed asymmetric trifluoroalkylation reaction was developed for the synthesis of chiral alcohols bearing β-CF3-substituted stereogenic carbons, with high yields and enantioselectivity.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

添加到收藏夹

Article Chemistry, Physical

Deoxygenative Arylboration of Aldehydes via Copper and Nickel/ Photoredox Catalysis

Purui Zheng et al.

Summary: In this study, we developed a strategy for the deoxygenative arylboration of aldehydes using a dual nickel/photoredox catalysis regime and a radical intermediate. This method showed good compatibility with a wide variety of substrates and mild reaction conditions.

ACS CATALYSIS (2022)

添加到收藏夹

Article Chemistry, Organic

Nickel-Catalyzed Cross-Coupling of Acyl Chloride with Racemic α-Trifluoromethyl Bromide to Access Chiral α-Trifluoromethyl Ketones

Juanjuan Wu et al.

Summary: A nickel-catalyzed reductive cross-coupling reaction has been developed for the synthesis of chiral α-CF3 ketones with high enantioselectivity and good functional group tolerance. The study of late-stage transformation demonstrated its applicability in preparing bioactive compounds. Control experiments further indicated the importance of the α-trifluoromethyl group in this reaction.

ORGANIC LETTERS (2022)

添加到收藏夹

Article Chemistry, Physical

Photochemical Allylation of Alkanes Enabled by Nickel Catalysis

Youxiang Jin et al.

Summary: In this study, a dual photo-HAT/nickel catalysis was developed for allylic alkylation of alkanes. Radical-type hydrogen-atom-transfer of the alkanes was facilitated by decatungstate as a photocatalyst, while nickel was used to cleave the C-O bond in the substrates under mild reaction conditions. This co-catalyzed reaction provides a direct method for functionalizing alkanes.

ACS CATALYSIS (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Modular and Fast Synthesis of Versatile Secondary α,α-Dialkyl Boronates via Deoxygenative Alkylboration of Aldehydes

Wenhao Xu et al.

Summary: Secondary alpha,alpha-dialkyl boronates are highly versatile compounds that are widely used. In this study, we report an unprecedented method for the deoxygenative alkylboration of aldehydes, providing a facile approach to access this type of products. This difunctionalization of aldehydes, instead of conventional alkenes, opens up new possibilities in the field.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Recent advances in transition metal-mediated trifluoromethylation reactions

Debasish Mandal et al.

Summary: This review provides a comprehensive overview of the transition metal-mediated construction of C(sp(3), sp(2), and sp)-CF3 bonds in aliphatic and aromatic hydrocarbons. It discusses various trifluoromethylating agents and their mechanisms. This review is of great significance for further development in trifluoromethylation reactions and agrochemical drugs.

CHEMICAL COMMUNICATIONS (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Three-Component Alkene Difunctionalization by Direct and Selective Activation of Aliphatic C-H Bonds

Sheng Xu et al.

Summary: Catalytic alkene difunctionalization using decatungstate photo-HAT and nickel catalysis allows for the direct activation of aliphatic C-H bonds, enabling the installation of highly functionalized C(sp(3))-hybrid centers. This strategy demonstrates practicality in selective late-stage functionalization of natural products and concise synthesis of pharmaceutically relevant molecules.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Origin and Regioselectivity of Direct Hydrogen Atom Transfer Mechanism of C(sp3)-H Arylation by [W10O32]4-/Ni Metallaphotoredox Catalysis

Yu-Jiao Dong et al.

Summary: A challenging [W10O32](4-)/Ni metallaphotoredox-catalyzed C(sp(3))-H arylation of alkane was investigated by density functional theory (DFT) calculations. The calculation revealed that the superficial active center located in bridged oxygen of *[W10O32](4-) is responsible for the abstraction of a foreign hydrogen atom and the activation of a C(sp(3))-H bond. Comparing three common mechanisms for nickel catalysis inducing by Ni-0, Ni-I, and Ni-II to construct a C-C bond, the nickel catalytic cycle induced by the Ni-I active catalyst is profitable in kinetics and thermodynamics.

INORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Multidisciplinary Sciences

Dual Ni/photoredox-catalyzed asymmetric cross-coupling to access chiral benzylic boronic esters

Purui Zheng et al.

Summary: The authors reported a mild Ni/photoredox-catalyzed reductive cross-coupling of aryl iodides and alpha -chloroboranes, enriching the metallaphotoredox chemistry. This method enables the access to versatile benzylic boronic esters with good functional group tolerance and excellent enantioselectivities under mild conditions.

NATURE COMMUNICATIONS (2021)

添加到收藏夹

Article Chemistry, Organic

Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling to Access Chiral Trifluoromethylated Alkanes

Pan Zhou et al.

Summary: The dual nickel/photoredox-catalyzed enantioselective reductive cross-coupling of aryl halides with CF3-substituted racemic alkyl electrophiles has been developed, allowing access to a variety of chiral CF3-containing compounds. The mild conditions and absence of Grignard reagents or stoichiometric metallic reductants make this transformation highly potential for late-stage functionalization of complex molecules.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Chemistry, Organic

Reductive cross-coupling to access C-N bonds from aryl halides and diazoesters under dual nickel/photoredox-catalyzed conditions

Xiaoqiang Wu et al.

Summary: A reductive cross-coupling reaction to access C(sp(2))-N bonds via dual Ni/photoredox-catalyzed systems has been reported for the first time, using easily available diazo compounds as a nitrogen source to obtain aryl hydrazones under mild conditions. This method accommodates a broad scope of functional groups and provides a novel route to deliver nitrogen-containing heterocycles.

ORGANIC CHEMISTRY FRONTIERS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes

Pei Fan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

添加到收藏夹

Article Chemistry, Organic

Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling of Aryl Halides with Dichloromethane via a Radical Process

Wenhao Xu et al.

ORGANIC LETTERS (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Photocatalytic hydroacylation of trifluoromethyl alkenes

Pei Fan et al.

CHEMICAL COMMUNICATIONS (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Pd-catalyzed defluorination/arylation of alpha-trifluoromethyl ketones via consecutive beta-F elimination and C-F bond activation

Lei Xu et al.

CHEMICAL COMMUNICATIONS (2018)

添加到收藏夹

Article Multidisciplinary Sciences

Direct arylation of strong aliphatic C-H bonds

Ian B. Perry et al.

NATURE (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic Asymmetric Synthesis of Enantioenriched Heterocycles Bearing a CCF3 Stereogenic Center

Yi-Yong Huang et al.

CHEMISTRY-A EUROPEAN JOURNAL (2015)

添加到收藏夹

Article Chemistry, Organic

Lewis Acid Catalyzed Synthesis of α-Trifluoromethyl Esters and Lactones by Electrophilic Trifluoromethylation

Dmitry Katayev et al.

ORGANIC LETTERS (2015)

添加到收藏夹

Review Chemistry, Multidisciplinary

Electrophilic Trifluoromethylation by Use of Hypervalent Iodine Reagents

Julie Charpentier et al.

CHEMICAL REVIEWS (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Recent Advances in Trifluoromethylation Reactions with Electrophilic Trifluoromethylating Reagents

Sebastian Barata-Vallejo et al.

CHEMISTRY-A EUROPEAN JOURNAL (2014)

添加到收藏夹

Article Chemistry, Multidisciplinary

A Simple Method for Asymmetric Trifluoromethylation of N-Acyl Oxazolidinones via Ru-Catalyzed Radical Addition to Zirconium Enolates

Aaron T. Herrmann et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

添加到收藏夹

Article Chemistry, Multidisciplinary

Photoredox Catalysis: A Mild, Operationally Simple Approach to the Synthesis of alpha-Trifluoromethyl Carbonyl Compounds

Phong V. Pham et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

添加到收藏夹

Review Chemistry, Multidisciplinary

Asymmetric Construction of Stereogenic Carbon Centers Featuring a Trifluoromethyl Group from Prochiral Trifluoromethylated Substrates

Jing Nie et al.

CHEMICAL REVIEWS (2011)

添加到收藏夹

Review Chemistry, Multidisciplinary

Organic fluorine compounds: a great opportunity for enhanced materials properties

Ricarda Berger et al.

CHEMICAL SOCIETY REVIEWS (2011)

添加到收藏夹

Article Chemistry, Organic

Synthesis of α-CF3-Substituted Carbonyl Compounds with Relative and Absolute Stereocontrol Using Electrophilic CF3-Transfer Reagents

Vaclav Matousek et al.

ORGANIC LETTERS (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

Efficient Access to Extended Yagupolskii-Umemoto-Type Reagents: Triflic Acid Catalyzed Intramolecular Cyclization of ortho-Ethynylaryltrifluoromethylsulfanes

Andrej Matsnev et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

添加到收藏夹

Article Chemistry, Organic

Benzoyl radicals from (hetero)aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones

Davide Ravelli et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2010)

添加到收藏夹

Article Chemistry, Organic

Mechanistic Studies on α-Trifluoromethylation of Ketones via Silyl Enol Ethers and Its Application to Other Carbonyl Compounds

Kazuyuki Sato et al.

JOURNAL OF ORGANIC CHEMISTRY (2009)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

David A. Nagib et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2009)

添加到收藏夹

Article Chemistry, Medicinal

Formation of quaternary carbon center with a trifluoromethyl group using a Pd-catalyzed allylation reaction

Kazuyuki Sato et al.

CHEMICAL & PHARMACEUTICAL BULLETIN (2007)

添加到收藏夹

Article Chemistry, Multidisciplinary

Mild electrophilic trifluoromethylation of carbon- and sulfur-centered nucleophiles by a hypervalent iodine(III)-CF3 reagent

Iris Kieltsch et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

添加到收藏夹

Article Chemistry, Multidisciplinary

Acylation of electrophilic olefins through decatungstate-photocatalyzed activation of aldehydes

Silvia Esposti et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.