From C4 to C7: Innovative Strategies for Site-Selective Functionalization of Indole C–H Bonds

Phosphorus(III)-assisted regioselective C–H silylation of heteroarenes

(2021) Dingyi Wang et al.   Nature Communications

Iridium Catalyzed Enantioselective Intermolecular Indole C2-Allylation

(2020) James A. Rossi-Ashton et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Revealing Silylation of C(sp 2 )/C(sp 3 )–H Bonds in Arylphosphines by Ruthenium Catalysis

(2020) Jian Wen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Boron-mediated directed aromatic C–H hydroxylation

(2020) Jiahang Lv et al.   Nature Communications

C7‐Indole Amidations and Alkenylations by Ruthenium(II) Catalysis

(2020) Isaac Choi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ni-Catalyzed Traceless, Directed C3-Selective C–H Borylation of Indoles

(2020) Ya-Ming Tian et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Peptide Late-Stage Diversifications by Rhodium-Catalyzed Tryptophan C7 Amidation

(2020) Wei Wang et al.   Chem

External oxidant-compatible phosphorus(III)-directed site-selective C–H carbonylation

(2020) Ben Dong et al.   Science Advances

Palladium Catalyzed Site-Selective C4-Arylation and Olefination of Indoles and Azaindoles

(2019) Thrimurtulu Neetipalli et al.   ADVANCED SYNTHESIS & CATALYSIS

Accessing Ambiphilic Phosphine Boronates through C-H Borylation by an Unforeseen Cationic Iridium Complex

(2019) Shawn E. Wright et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Iridium-Catalyzed Direct C4- and C7-Selective Alkynylation of Indoles Using Sulfur-Directing Groups

(2019) Masahiro Miura et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhodium-Catalyzed Selective C–H Trideuteromethylation of Indole at C7 Position Using Acetic-d6 Anhydride

(2019) Xiaowei Han et al.   JOURNAL OF ORGANIC CHEMISTRY

Rh(I)-Catalyzed P(III)-Directed C-H Bond Alkylation: Design of Multifunctional Phosphines for Carboxylation of Aryl Bromides with Carbon Dioxide

(2019) Zhuan Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Indolylboronic Acids: Preparation and Applications

(2019) Marek Čubiňák et al.   MOLECULES

Metal-free directed C–H bond activation and borylation

(2019) Jiahang Lv et al.   NATURE

Acyl-Directed ortho -Borylation of Anilines and C7 Borylation of Indoles using just BBr3

(2019) Saqib A. Iqbal et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhodium-catalysed direct hydroarylation of alkenes and alkynes with phosphines through phosphorous-assisted C−H activation

(2019) Dingyi Wang et al.   Nature Communications

Direct C−H Bond Borylation of (Hetero)Arenes: Evolution from Noble Metal to Metal Free

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

Indole: A privileged scaffold for the design of anti-cancer agents

(2019) Yichao Wan et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Total Synthesis of Tambromycin by Combining Chemocatalytic and Biocatalytic C−H Functionalization

(2018) Xiao Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regioselective direct arylation of indoles on the benzenoid moiety

(2018) Youqing Yang et al.   CHEMICAL COMMUNICATIONS

Rhodium-Catalyzed, Remote Terminal Hydroarylation of Activated Olefins through a Long-Range Deconjugative Isomerization

(2018) Arun Jyoti Borah et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

C4–H indole functionalisation: precedent and prospects

(2018) Jagadeesh Kalepu et al.   Chemical Science

Delineating Physical Organic Parameters in Site-Selective C–H Functionalization of Indoles

(2018) Youyoung Kim et al.   ACS Central Science

Metamorphosis of cycloalkenes for the divergent total synthesis of polycyclic indole alkaloids

(2018) Zhengren Xu et al.   CHEMICAL SOCIETY REVIEWS

Oxidative coupling strategies for the synthesis of indole alkaloids

(2018) Karre Nagaraju et al.   CHEMICAL SOCIETY REVIEWS

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

(2018) Carlo Sambiagio et al.   CHEMICAL SOCIETY REVIEWS

PIII -Chelation-Assisted Indole C7-Arylation, Olefination, Methylation, and Acylation with Carboxylic Acids/Anhydrides by Rhodium Catalysis

(2018) Xiaodong Qiu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Mild Ring-Opening 1,3-Hydroborations of Non-Activated Cyclopropanes

(2018) Di Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Directing Effects on the Copper-Catalyzed Site-Selective Arylation of Indoles

(2018) Ting Wang et al.   ORGANIC LETTERS

Rhodium-catalyzed, P-directed selective C7 arylation of indoles

(2018) Xiaodong Qiu et al.   Science Advances

Total synthesis of the dictyodendrins as an arena to highlight emerging synthetic technologies

(2017) Wenhan Zhang et al.   NATURAL PRODUCT REPORTS

Remote C6-Selective Ruthenium-Catalyzed C–H Alkylation of Indole Derivatives via σ-Activation

(2017) Jamie A. Leitch et al.   ACS Catalysis

Beyond C2 and C3: Transition-Metal-Catalyzed C–H Functionalization of Indole

(2017) Jamie A. Leitch et al.   ACS Catalysis

A Simple and Versatile Amide Directing Group for C−H Functionalizations

(2016) Ru-Yi Zhu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

The medicinal chemist's toolbox for late stage functionalization of drug-like molecules

(2016) Tim Cernak et al.   CHEMICAL SOCIETY REVIEWS

Palladium-Catalyzed C–H Arylation of Indoles at the C7 Position

(2016) Youqing Yang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cu-Catalyzed Direct C6-Arylation of Indoles

(2016) Youqing Yang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Iridium(iii)-catalyzed regioselective C7-sulfonamidation of indoles

(2016) Zengqiang Song et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

A Direct Access to 7-Aminoindoles via Iridium-Catalyzed Mild C–H Amidation of N-Pivaloylindoles with Organic Azides

(2016) Youyoung Kim et al.   ORGANIC LETTERS

Transition Metal-Catalyzed CH Activation of Indoles

(2015) Alexander H. Sandtorv   ADVANCED SYNTHESIS & CATALYSIS

Rhodium-Catalyzed Regioselective C7-Functionalization of N -Pivaloylindoles

(2015) Lanting Xu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Concise and Scalable Strategy for the Total Synthesis of Dictyodendrin B Based on Sequential CH Functionalization

(2015) Andrew K. Pitts et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Silylation of C–H bonds in aromatic heterocycles by an Earth-abundant metal catalyst

(2015) Anton A. Toutov et al.   NATURE

Structure and biosynthesis of a macrocyclic peptide containing an unprecedented lysine-to-tryptophan crosslink

(2015) Kelsey R. Schramma et al.   Nature Chemistry

Transition metal-catalyzed C–H bond functionalizations by the use of diverse directing groups

(2015) Zhengkai Chen et al.   Organic Chemistry Frontiers

Decarboxylative acylation of indolines with α-keto acids under palladium catalysis: a facile strategy for the synthesis of 7-substituted indoles

(2014) Minyoung Kim et al.   CHEMICAL COMMUNICATIONS

Arene C–H functionalisation using a removable/modifiable or a traceless directing group strategy

(2014) Fengzhi Zhang et al.   CHEMICAL SOCIETY REVIEWS

Ruthenium-Catalyzed C7 Amidation of Indoline CH Bonds with Sulfonyl Azides

(2014) Changduo Pan et al.   CHEMISTRY-A EUROPEAN JOURNAL

Rings in Drugs

(2014) Richard D. Taylor et al.   JOURNAL OF MEDICINAL CHEMISTRY

Total syntheses of indolactam alkaloids (−)-indolactam V, (−)-pendolmycin, (−)-lyngbyatoxin A, and (−)-teleocidin A-2

(2014) Noah F. Fine Nathel et al.   Chemical Science

Unexpected regioselective carbon–hydrogen bond activation/cyclization of indolyl aldehydes or ketones with alkynes to benzo-fused oxindoles

(2014) Xingyan Liu et al.   Nature Communications

Oxidative Palladium(II)-Catalyzed Dehydrogenative CH/CH Cross-Coupling of 2,3-Substituted Indolines with Arenes at the C7 Position

(2013) Lin-Yu Jiao et al.   CHEMISTRY-A EUROPEAN JOURNAL

Oxidative Palladium(II)-Catalyzed C-7 Alkenylation of Indolines

(2013) Lin-Yu Jiao et al.   ORGANIC LETTERS

Direct Olefination at the C-4 Position of Tryptophan via C–H Activation: Application to Biomimetic Synthesis of Clavicipitic Acid

(2013) Qiang Liu et al.   ORGANIC LETTERS

Rhodium(III)-Catalyzed Direct Regioselective Synthesis of 7-Substituted Indoles

(2013) Zengqiang Song et al.   ORGANIC LETTERS

Total Synthesis of Exiguamines A and B Inspired by Catecholamine Chemistry

(2012) Vladimir Sofiyev et al.   CHEMISTRY-A EUROPEAN JOURNAL

Iridium-Catalyzed C–H Borylation-Based Synthesis of Natural Indolequinones

(2012) Christy Wang et al.   JOURNAL OF ORGANIC CHEMISTRY

Silicon-based cross-coupling reaction: an environmentally benign version

(2011) Yoshiaki Nakao et al.   CHEMICAL SOCIETY REVIEWS

Cooperative Catalytic Activation of Si−H Bonds by a Polar Ru−S Bond: Regioselective Low-Temperature C−H Silylation of Indoles under Neutral Conditions by a Friedel−Crafts Mechanism

(2011) Hendrik F. T. Klare et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Mechanistic Understanding of the Unexpected Meta Selectivity in Copper-Catalyzed Anilide C–H Bond Arylation

(2011) Bo Chen et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions

(2010) Thomas W. Lyons et al.   CHEMICAL REVIEWS

Marine Indole Alkaloids: Potential New Drug Leads for the Control of Depression and Anxiety

(2010) Anna J. Kochanowska-Karamyan et al.   CHEMICAL REVIEWS

Acyl Phosphonates: Good Hydrogen Bond Acceptors and Ester/Amide Equivalents in Asymmetric Organocatalysis

(2010) Hao Jiang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Iridium-Catalyzed, Silyl-Directed Borylation of Nitrogen-Containing Heterocycles

(2010) Daniel W. Robbins et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Transition Metal-Catalysed, Direct and Site-Selective N1-, C2- or C3-Arylation of the Indole Nucleus: 20 Years of Improvements

(2009) Lionel Joucla et al.   ADVANCED SYNTHESIS & CATALYSIS

Catalytic Functionalization of Indoles in a New Dimension

(2009) Marco Bandini et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Meta-Selective Copper-Catalyzed C-H Bond Arylation

(2009) R. J. Phipps et al.   SCIENCE

Efficient Iridium-Catalyzed CH Functionalization/Silylation of Heteroarenes

(2008) Biao Lu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION