Recent Advances in External-Directing-Group-Free C–H Functionalization of Carboxylic Acids without Decarboxylation

Ligand‐Enabled γ‐C(sp 3 )−H Olefination of Free Carboxylic Acids

(2020) Kiron Kumar Ghosh et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ligand-Enabled Monoselective β-C(sp3)–H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant

(2020) Zhe Zhuang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Rhodium(III)-Catalyzed C–H Olefination of Aromatic/Vinyl Acids with Unactivated Olefins at Room Temperature

(2020) Subramanian Jambu et al.   ORGANIC LETTERS

Direct β‐ and γ‐C(sp 3 )−H Alkynylation of Free Carboxylic Acids

(2020) Francesca Ghiringhelli et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Carboxyl-Assisted meta-Selective C–H Functionalizations of Benzylsulfonamides

(2020) Lei Cai et al.   ORGANIC LETTERS

Rhodium‐catalyzed ortho‐Arylation of (Hetero)aromatic Acids

(2019) Philip Weber et al.   ADVANCED SYNTHESIS & CATALYSIS

Ligand-Enabled Pd(II)-Catalyzed Iterative γ-C(sp3)−H Arylation of Free Aliphatic Acid

(2019) Pravas Dolui et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Switchable Synthesis of Arylalkynes and Phthalides via Controllable Palladium-Catalyzed Alkynylation and Alkynylation–Annulation of Benzoic Acids with Bromoalkynes

(2019) Shuai Shi et al.   JOURNAL OF ORGANIC CHEMISTRY

Streamlined Ruthenium(II) Catalysis for One-Pot 2-fold Unsymmetrical C–H Olefination of (Hetero)Arenes

(2019) Anup Mandal et al.   ORGANIC LETTERS

Direct β-C(sp3)–H Acetoxylation of Aliphatic Carboxylic Acids

(2019) Kiron K. Ghosh et al.   ORGANIC LETTERS

Ring-Opening Ortho-C–H Allylation of Benzoic Acids with Vinylcyclopropanes: Merging Catalytic C–H and C–C Activation Concepts

(2019) Zhiyong Hu et al.   ORGANIC LETTERS

Iridium-Catalyzed Synthesis of Substituted Indanones from Aromatic Carboxylates and Unsaturated Ketones

(2019) Guodong Zhang et al.   ACS Catalysis

Carboxy Group as a Remote and Selective Chelating Group for C−H Activation of Arenes

(2019) Shangda Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Lactonization as a general route to β-C(sp3)–H functionalization

(2019) Zhe Zhuang et al.   NATURE

Iridium-Catalyzed Annulation Reactions of Thiophenes with Carboxylic Acids: Direct Evidence for a Heck-type Pathway

(2018) Guangying Tan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cobalt-Catalyzed Coupling of Benzoic Acid C−H Bonds with Alkynes, Styrenes, and 1,3-Dienes

(2018) Tung Thanh Nguyen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regiospecific ortho -C−H Allylation of Benzoic Acids

(2018) A. Stefania Trita et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regioselective C−H Alkylation via Carboxylate-Directed Hydroarylation in Water

(2018) Guodong Zhang et al.   CHEMISTRY-A EUROPEAN JOURNAL

Ligand-Enabled β-C(sp3)–H Olefination of Free Carboxylic Acids

(2018) Zhe Zhuang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalytic C–N and C–H Bond Activation: ortho-Allylation of Benzoic Acids with Allyl Amines

(2018) Xiao-Qiang Hu et al.   ORGANIC LETTERS

Carboxylate-directed C–H allylation with allyl alcohols or ethers

(2018) Xiao-Qiang Hu et al.   Chemical Science

A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry

(2018) Carlo Sambiagio et al.   CHEMICAL SOCIETY REVIEWS

Ruthenium-Catalyzed C–H Functionalization of Benzoic Acids with Allyl Alcohols: A Controlled Reactivity Switch between C–H Alkenylation and C–H Alkylation Pathways

(2018) Gangam Srikanth Kumar et al.   ORGANIC LETTERS

Rh-Catalyzed Removable Directing Group Assisted sp2 or sp3-C-H Bond Functionalization

(2018) Naoto Chatani et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Game of Directors: Accessing Remote Meta- and Para-C--H Bonds With Covalently Attached Directing Groups

(2018) Aniruddha Dey et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

PdII -Catalyzed Enantioselective C(sp3 )−H Activation/Cross-Coupling Reactions of Free Carboxylic Acids

(2018) Liang Hu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ruthenium(II) Catalysis/Noncovalent Interaction Synergy for Cross-Dehydrogenative Coupling of Arene Carboxylic Acids

(2018) Suman Dana et al.   ACS Catalysis

Ruthenium-Catalyzed Alkynylation of Benzoic Acids Mediated by a Weakly Coordination-Directing Auxiliary

(2017) Changpeng Chen et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Iridium-Catalyzed, Weakly Coordination-Assisted Ortho-Alkynylation of (Hetero)aromatic Carboxylic Acids without Cyclization

(2017) Changpeng Chen et al.   ORGANIC LETTERS

Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination

(2017) Eric Tan et al.   ORGANIC LETTERS

Pd-catalysed ligand-enabled carboxylate-directed highly regioselective arylation of aliphatic acids

(2017) Yan Zhu et al.   Nature Communications

N–O Bond as External Oxidant in Group 9 Cp*M(III)-Catalyzed Oxidative C–H Coupling Reactions

(2017) Xu-Ge Liu et al.   ACS Catalysis

Ruthenium(ii)-catalyzed C–H functionalizations on benzoic acids with aryl, alkenyl and alkynyl halides by weak-O-coordination

(2016) Ruhuai Mei et al.   CHEMICAL COMMUNICATIONS

Palladium-Catalyzed Transformations of Alkyl C–H Bonds

(2016) Jian He et al.   CHEMICAL REVIEWS

Mild metal-catalyzed C–H activation: examples and concepts

(2016) T. Gensch et al.   CHEMICAL SOCIETY REVIEWS

Carboxylic Acids as Directing Groups for C−H Bond Functionalization

(2016) Martin Pichette Drapeau et al.   CHEMISTRY-A EUROPEAN JOURNAL

Iron-Catalyzed Ortho C–H Methylation of Aromatics Bearing a Simple Carbonyl Group with Methylaluminum and Tridentate Phosphine Ligand

(2016) Rui Shang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Direct ortho-Arylation of Pyridinecarboxylic Acids: Overcoming the Deactivating Effect of sp2-Nitrogen

(2016) Adam J. S. Johnston et al.   ORGANIC LETTERS

Ruthenium-Catalyzed C–H Arylation of Diverse Aryl Carboxylic Acids with Aryl and Heteroaryl Halides

(2016) Liangbin Huang et al.   ORGANIC LETTERS

Rhodium-Catalyzed Oxidative Coupling of Benzoic Acids with Terminal Alkynes: An Efficient Access to 3-Ylidenephthalides

(2016) Yang Liu et al.   ORGANOMETALLICS

Ligand-accelerated enantioselective methylene C(sp3)–H bond activation

(2016) Gang Chen et al.   SCIENCE

Synthesis of Dibenzo[c,e]oxepin-5(7H)-ones from Benzyl Thioethers and Carboxylic Acids: Rhodium-Catalyzed Double CH Activation Controlled by Different Directing Groups

(2015) Xi-Sha Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ruthenium Oxidase Catalysis for Site-Selective C-H Alkenylations with Ambient O2 as the Sole Oxidant

(2015) Alexander Bechtoldt et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhodium(I)-Catalyzed Regiospecific Dimerization of Aromatic Acids: Two Direct CH Bond Activations in Water

(2015) Hang Gong et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ruthenium(II)-Catalyzed CH Activation/Alkyne Annulation by Weak Coordination with O2as the Sole Oxidant

(2015) Svenja Warratz et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Iridium-Catalyzedortho-Arylation of Benzoic Acids with Arenediazonium Salts

(2015) Liangbin Huang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhodium(III)-CatalyzedorthoCH Heteroarylation of (Hetero)aromatic Carboxylic Acids: A Rapid and Concise Access to π-Conjugated Poly-heterocycles

(2015) Xurong Qin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhodium(III)-Catalyzed [4+1] Annulation of Aromatic and Vinylic Carboxylic Acids with Allenes: An Efficient Method Towards Vinyl-Substituted Phthalides and 2-Furanones

(2015) Parthasarathy Gandeepan et al.   CHEMISTRY-A EUROPEAN JOURNAL

Direct CH Amidation of Benzoic Acids to Introducemeta- andpara-Amino Groups by Tandem Decarboxylation

(2015) Donggun Lee et al.   CHEMISTRY-A EUROPEAN JOURNAL

RhIII-Catalyzed C−H Olefination of Benzoic Acids under Mild Conditions using Oxygen as the Sole Oxidant

(2015) Quandi Jiang et al.   Chemistry-An Asian Journal

Practical Pd(II)-Catalyzed C–H Alkylation with Epoxides: One-Step Syntheses of 3,4-Dihydroisocoumarins

(2015) Guolin Cheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Monoselective o-C–H Functionalizations of Mandelic Acid and α-Phenylglycine

(2015) Navid Dastbaravardeh et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Evolution of C–H Bond Functionalization from Methane to Methodology

(2015) John F. Hartwig   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ambient-Temperature Ortho C–H Arylation of Benzoic Acids with Aryl Iodides with Ligand-Supported Palladium Catalyst

(2015) Changlei Zhu et al.   ORGANIC LETTERS

A Rhodium-Catalyzed Cascade Cyclization: Direct Synthesis ofN-Substituted Phthalimides from Isocyanates and Benzoic Acids

(2014) Xian-Ying Shi et al.   ADVANCED SYNTHESIS & CATALYSIS

Carboxylate-Directed CH Functionalization

(2014) Guangfa Shi et al.   ADVANCED SYNTHESIS & CATALYSIS

[RhIII(Cp*)]-Catalyzedortho-Selective Direct C(sp2)H Bond Amidation/Amination of Benzoic Acids byN-Chlorocarbamates andN-Chloromorpholines. A Versatile Synthesis of Functionalized Anthranilic Acids

(2014) Fo-Ning Ng et al.   CHEMISTRY-A EUROPEAN JOURNAL

Silver-Catalyzed C(sp2)–H Functionalization/C–O Cyclization Reaction at Room Temperature

(2014) Jian-Jun Dai et al.   JOURNAL OF ORGANIC CHEMISTRY

An organic cation as a silver(i) analogue for the arylation of sp2 and sp3 C–H bonds with iodoarenes

(2014) Carlos Arroniz et al.   Chemical Science

CH Functionalization Logic Enables Synthesis of (+)-Hongoquercin A and Related Compounds

(2013) Brandon R. Rosen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium-Catalyzedortho-Selective CH Deuteration of Arenes: Evidence for Superior Reactivity of Weakly Coordinated Palladacycles

(2013) Sandy Ma et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Functionalization of C(sp2)H and C(sp3)H Bonds by Using Bidentate Directing Groups

(2013) Guy Rouquet et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

General and Practical Carboxyl-Group-Directed Remote CH Oxygenation Reactions of Arenes

(2013) Yang Wang et al.   CHEMISTRY-A EUROPEAN JOURNAL

One-Pot Synthesis of 3-Alkylidenephthalides from Benzoic Acids by a Rhodium-Catalyzedortho-CH Acylation Process

(2013) Grégory Danoun et al.   CHEMISTRY-A EUROPEAN JOURNAL

One-Step Synthesis of Isocoumarins and 3-Benzylidenephthalides via Ligandless Pd-Catalyzed Oxidative Coupling of Benzoic Acids and Vinylarenes

(2013) Debkumar Nandi et al.   JOURNAL OF ORGANIC CHEMISTRY

Rhodium- and Iridium-Catalyzed Dehydrogenative Cyclization through Double C–H Bond Cleavages To Produce Fluorene Derivatives

(2013) Masaki Itoh et al.   JOURNAL OF ORGANIC CHEMISTRY

Pd(II)-Catalyzed Enantioselective C–H Activation/C–O Bond Formation: Synthesis of Chiral Benzofuranones

(2013) Xiu-Fen Cheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cu-Catalyzed Mild C(sp2)–H Functionalization Assisted by Carboxylic Acids en Route to Hydroxylated Arenes

(2013) Joan Gallardo-Donaire et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ligand-Accelerated ortho-C–H Alkylation of Arylcarboxylic Acids using Alkyl Boron Reagents

(2013) Peter S. Thuy-Boun et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed Chemoselective Decarboxylative Ortho Acylation of Benzoic Acids with α-Oxocarboxylic Acids

(2013) Jinmin Miao et al.   ORGANIC LETTERS

Pd-Catalyzed C–H Lactonization for Expedient Synthesis of Biaryl Lactones and Total Synthesis of Cannabinol

(2013) Yan Li et al.   ORGANIC LETTERS

Direct ortho-Arylation of ortho-Substituted Benzoic Acids: Overriding Pd-Catalyzed Protodecarboxylation

(2013) Carlos Arroniz et al.   ORGANIC LETTERS

Aliphatic, Cyclic, and Aromatic Organic Acids, Vitamins, and Carbohydrates in Soil: A Review

(2013) Valerie Vranova et al.   TheScientificWorldJOURNAL

Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes

(2013) Daniel A. Frasco et al.   ACS Catalysis

Beyond Directing Groups: Transition-Metal-Catalyzed CH Activation of Simple Arenes

(2012) Nadine Kuhl et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A convenient synthesis of anthranilic acids by Pd-catalyzed direct intermolecular ortho-C–H amidation of benzoic acids

(2012) Ka-Ho Ng et al.   CHEMICAL COMMUNICATIONS

Versatile Synthesis of Isocoumarins and α-Pyrones by Ruthenium-Catalyzed Oxidative C–H/O–H Bond Cleavages

(2012) Lutz Ackermann et al.   ORGANIC LETTERS

Innate and Guided C–H Functionalization Logic

(2011) Tobias Brückl et al.   ACCOUNTS OF CHEMICAL RESEARCH

Weak Coordination as a Powerful Means for Developing Broadly Useful C–H Functionalization Reactions

(2011) Keary M. Engle et al.   ACCOUNTS OF CHEMICAL RESEARCH

Removable Directing Groups in Organic Synthesis and Catalysis

(2011) Géraldine Rousseau et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synergistic Palladium-Catalyzed C(sp3)H Activation/C(sp3)O Bond Formation: A Direct, Step-Economical Route to Benzolactones

(2011) Petr Novák et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhenium-catalyzed allylation of C–H bonds of benzoic and acrylic acids

(2011) Yoichiro Kuninobu et al.   CHEMICAL COMMUNICATIONS

Regioselective synthesis of isocoumarins by ruthenium-catalyzed aerobic oxidative cyclization of aromatic acids with alkynes

(2011) Ravi Kiran Chinnagolla et al.   CHEMICAL COMMUNICATIONS

Syntheses of Prekinamycin and a Tetracyclic Quinone from Common Synthetic Intermediates

(2011) Shingo Kimura et al.   HELVETICA CHIMICA ACTA

Rhodium-Catalyzed Regioselective Olefination Directed by a Carboxylic Group

(2011) Satoshi Mochida et al.   JOURNAL OF ORGANIC CHEMISTRY

Ligand-Accelerated Cross-Coupling of C(sp2)–H Bonds with Arylboron Reagents

(2011) Keary M. Engle et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Highly Convergent Total Synthesis of (+)-Lithospermic Acid via a Late-Stage Intermolecular C−H Olefination

(2011) Dong-Hui Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ruthenium-Catalyzed Oxidative C–H Bond Alkenylations in Water: Expedient Synthesis of Annulated Lactones

(2011) Lutz Ackermann et al.   ORGANIC LETTERS

Ruthenium-Catalyzed Oxidative Vinylation of Heteroarene Carboxylic Acids with Alkenes via Regioselective C−H Bond Cleavage

(2011) Takumi Ueyama et al.   ORGANIC LETTERS

Expedient Drug Synthesis and Diversification via ortho-C−H Iodination using Recyclable PdI2as the Precatalyst

(2010) Tian-Sheng Mei et al.   ORGANIC LETTERS

Palladium(II)-CatalyzedorthoAlkylation of Benzoic Acids with Alkyl Halides

(2009) Yang-Hui Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium(II)-Catalyzed CH Activation/CC Cross-Coupling Reactions: Versatility and Practicality

(2009) Xiao Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Iron-Promotedortho- and/oripso-Hydroxylation of Benzoic Acids with H2O2

(2009) Olga V. Makhlynets et al.   CHEMISTRY-A EUROPEAN JOURNAL

Total Synthesis of the Aspercyclides

(2009) Jiří Pospíšil et al.   CHEMISTRY-A EUROPEAN JOURNAL

Pd(II)-Catalyzed Hydroxylation of Arenes with 1 atm of O2or Air

(2009) Yang-Hui Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Pd(II)-Catalyzed Enantioselective C−H Olefination of Diphenylacetic Acids

(2009) Bing-Feng Shi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Carboxylic Acids as Substrates in Homogeneous Catalysis

(2008) Lukas J. Gooßen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Versatile Pd(II)-Catalyzed C−H Activation/Aryl−Aryl Coupling of Benzoic and Phenyl Acetic Acids

(2008) Dong-Hui Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of 1,2- and 1,3-Dicarboxylic Acids via Pd(II)-Catalyzed Carboxylation of Aryl and Vinyl C−H Bonds

(2008) Ramesh Giri et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY