Mechanochemical indole synthesis by rhodium-catalysed oxidative coupling of acetanilides and alkynes under solventless conditions in a ball mill
Published 2017 View Full Article
- Home
- Publications
- Publication Search
- Publication Details
Title
Mechanochemical indole synthesis by rhodium-catalysed oxidative coupling of acetanilides and alkynes under solventless conditions in a ball mill
Authors
Keywords
-
Journal
GREEN CHEMISTRY
Volume 19, Issue 11, Pages 2520-2523
Publisher
Royal Society of Chemistry (RSC)
Online
2017-04-28
DOI
10.1039/c7gc00499k
References
Ask authors/readers for more resources
Related references
Note: Only part of the references are listed.- Altering Product Selectivity by Mechanochemistry
- (2017) José G. Hernández et al. JOURNAL OF ORGANIC CHEMISTRY
- Mechanochemical Iridium(III)-Catalyzed C−H Bond Amidation of Benzamides with Sulfonyl Azides under Solvent-Free Conditions in a Ball Mill
- (2016) Gary N. Hermann et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Ruthenium(II)-Catalyzed C−H Activation of Imidamides and Divergent Couplings with Diazo Compounds: Substrate-Controlled Synthesis of Indoles and 3H-Indoles
- (2016) Yunyun Li et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Cationic Cobalt(III) Catalyzed Indole Synthesis: The Regioselective Intermolecular Cyclization of N-Nitrosoanilines and Alkynes
- (2016) Yujie Liang et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Cobalt(III)-Catalyzed Redox-Neutral Synthesis of Unprotected Indoles Featuring an N−N Bond Cleavage
- (2016) Andreas Lerchen et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Rhodium-catalyzed annulation of arenes with alkynes through weak chelation-assisted C–H activation
- (2016) Yudong Yang et al. CHEMICAL COMMUNICATIONS
- Towards medicinal mechanochemistry: evolution of milling from pharmaceutical solid form screening to the synthesis of active pharmaceutical ingredients (APIs)
- (2016) Davin Tan et al. CHEMICAL COMMUNICATIONS
- Mild metal-catalyzed C–H activation: examples and concepts
- (2016) T. Gensch et al. CHEMICAL SOCIETY REVIEWS
- Ruthenium(II)-Catalyzed Traceless C−H Functionalization Using an N−N Bond as an Internal Oxidant
- (2016) Shuguang Zhou et al. CHEMISTRY-A EUROPEAN JOURNAL
- Mechanically Induced Fe(III) Catalysis at Room Temperature: Solvent-Free Cross-Dehydrogenative Coupling of 3-Benzylic Indoles with Methylenes/Indoles
- (2016) Jing-Bo Yu et al. JOURNAL OF ORGANIC CHEMISTRY
- Liquid-Assisted Grinding Accelerating: Suzuki–Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions
- (2016) Zhi-Jiang Jiang et al. JOURNAL OF ORGANIC CHEMISTRY
- Mechanochemically Activated Oxidative Coupling of Indoles with Acrylates through C–H Activation: Synthesis of 3-Vinylindoles and β,β-Diindolyl Propionates and Study of the Mechanism
- (2016) Kan-Yan Jia et al. JOURNAL OF ORGANIC CHEMISTRY
- Mechanochemical Synthesis of Extended Iptycenes
- (2016) Yanchuan Zhao et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Indole Synthesis via Cobalt(III)-Catalyzed Oxidative Coupling of N-Arylureas and Internal Alkynes
- (2016) Zhuo-Zhuo Zhang et al. ORGANIC LETTERS
- The Choice Is Yours: Using Liquid-Assisted Grinding To Choose between Products in the Palladium-Catalyzed Dimerization of Terminal Alkynes
- (2016) Longrui Chen et al. ACS Catalysis
- Fast and Selective Dehydrogenative C–H/C–H Arylation Using Mechanochemistry
- (2016) Shao-Jie Lou et al. ACS Catalysis
- Iridium(iii)- and rhodium(iii)-catalyzed coupling of anilines with α-diazoesters via chelation-assisted C–H activation
- (2016) Guo-Dong Tang et al. Organic Chemistry Frontiers
- Mechanochemistry: A Force of Synthesis
- (2016) Jean-Louis Do et al. ACS Central Science
- Mechanochemical Rhodium(III)-Catalyzed CH Bond Functionalization of Acetanilides under Solventless Conditions in a Ball Mill
- (2015) Gary N. Hermann et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- An Inexpensive and Recyclable Silver-Foil Catalyst for the Cyclopropanation of Alkenes with Diazoacetates under Mechanochemical Conditions
- (2015) Longrui Chen et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- [Cp*RhCl2]2: mechanosynthesis and applications in C–H bond functionalisations under ball-milling conditions
- (2015) José G. Hernández et al. CHEMICAL COMMUNICATIONS
- Fast, solvent-free, highly enantioselective three-component coupling of aldehydes, alkynes, and amines catalysed by the copper(ii)pybox complex under high-vibration ball-milling
- (2015) Zhenhua Li et al. GREEN CHEMISTRY
- Mechanochemical Ruthenium-Catalyzed Olefin Metathesis
- (2015) Jean-Louis Do et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Indole synthesis through transition metal-catalyzed C–H activation
- (2015) Tenglong Guo et al. TETRAHEDRON LETTERS
- Metal-catalyzed organic reactions using mechanochemistry
- (2015) José G. Hernández et al. TETRAHEDRON LETTERS
- Transition metal-catalyzed C–H bond functionalizations by the use of diverse directing groups
- (2015) Zhengkai Chen et al. Organic Chemistry Frontiers
- Carboxylate-Directed CH Functionalization
- (2014) Guangfa Shi et al. ADVANCED SYNTHESIS & CATALYSIS
- Formal SN-Type Reactions in Rhodium(III)-Catalyzed CH Bond Activation
- (2014) Nadine Kuhl et al. ADVANCED SYNTHESIS & CATALYSIS
- Development of CN Coupling Using Mechanochemistry: Catalytic Coupling of Arylsulfonamides and Carbodiimides
- (2014) Davin Tan et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Synthesis of Indoles Using Visible Light: Photoredox Catalysis for Palladium-Catalyzed CH Activation
- (2014) Jochen Zoller et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Rh-Catalyzed oxidative C–H activation/annulation: converting anilines to indoles using molecular oxygen as the sole oxidant
- (2014) Guoying Zhang et al. CHEMICAL COMMUNICATIONS
- Rhodium(III)-Catalyzed CH Activation and Indole Synthesis With Hydrazone as an Auto-Formed and Auto-Cleavable Directing Group
- (2014) Liyao Zheng et al. CHEMISTRY-A EUROPEAN JOURNAL
- A ball-milling strategy for the synthesis of benzothiazole, benzimidazole and benzoxazole derivatives under solvent-free conditions
- (2014) Hemant Sharma et al. GREEN CHEMISTRY
- Comparison of shaking versus baking: further understanding the energetics of a mechanochemical reaction
- (2014) Kelley S. McKissic et al. GREEN CHEMISTRY
- In(III) Triflate-Mediated Solvent-Free Synthesis and Activation of Thioglycosides by Ball Milling and Structural Analysis of Long Chain Alkyl Thioglycosides by TEM and Quantum Chemical Methods
- (2014) Vajinder Kumar et al. JOURNAL OF ORGANIC CHEMISTRY
- Gold Catalysis Coupled with Visible Light Stimulation: Syntheses of Functionalized Indoles
- (2014) Shunyou Cai et al. ORGANIC LETTERS
- ZnBr2-mediated synthesis of indoles in a ball mill by intramolecular hydroamination of 2-alkynylanilines
- (2014) Markus Zille et al. RSC Advances
- Mechanochemical milling promoted solvent-free imino Diels–Alder reaction catalyzed by FeCl3: diastereoselective synthesis of cis-2,4-diphenyl-1,2,3,4-tetrahydroquinolines
- (2014) Ya-Jun Tan et al. RSC Advances
- Indole Synthesis by Rhodium(III)-Catalyzed Hydrazine-Directed CH Activation: Redox-Neutral and Traceless by NN Bond Cleavage
- (2013) Dongbing Zhao et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- General and Efficient Synthesis of Indoles through Triazene-Directed C-H Annulation
- (2013) Chengming Wang et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Nickel-catalyzed alkyne annulation by anilines: versatile indole synthesis by C–H/N–H functionalization
- (2013) Weifeng Song et al. CHEMICAL COMMUNICATIONS
- Mechanosynthesis of pharmaceutically relevant sulfonyl-(thio)ureas
- (2013) Davin Tan et al. CHEMICAL COMMUNICATIONS
- Mechanochemical organic synthesis
- (2013) Guan-Wu Wang CHEMICAL SOCIETY REVIEWS
- Efficient ZnBr2-catalyzed reactions of allylic alcohols with indoles, sulfamides and anilines under high-speed vibration milling conditions
- (2013) Guang-Peng Fan et al. GREEN CHEMISTRY
- Freedom: a copper-free, oxidant-free and solvent-free palladium catalysed homocoupling reaction
- (2013) Longrui Chen et al. GREEN CHEMISTRY
- Rhodium(III)-Catalyzed Indole Synthesis Using N–N Bond as an Internal Oxidant
- (2013) Baoqing Liu et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- C–H bond activation enables the rapid construction and late-stage diversification of functional molecules
- (2013) Joanna Wencel-Delord et al. Nature Chemistry
- Asymmetric direct aldol reactions catalyzed by chiral amine macrocycle–metal(ii) complexes under solvent-free conditions
- (2013) Koichi Tanaka et al. NEW JOURNAL OF CHEMISTRY
- Rh(III)-Catalyzed Tandem C–H Allylation and Oxidative Cyclization of Anilides: A New Entry to Indoles
- (2013) Ana Cajaraville et al. ORGANIC LETTERS
- Traceless Directing Strategy: Efficient Synthesis of N-Alkyl Indoles via Redox-Neutral C–H Activation
- (2013) Chengming Wang et al. ORGANIC LETTERS
- Fast, solvent-free asymmetric alkynylation of prochiral sp3 C–H bonds in a ball mill for the preparation of optically active tetrahydroisoquinoline derivatives
- (2013) Jingbo Yu et al. TETRAHEDRON LETTERS
- Controlling Site Selectivity in Palladium-Catalyzed C–H Bond Functionalization
- (2012) Sharon R. Neufeldt et al. ACCOUNTS OF CHEMICAL RESEARCH
- Efficient and Versatile Synthesis of Indoles from Enamines and Imines by Cross-Dehydrogenative Coupling
- (2012) Zhuangzhi Shi et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Beyond Directing Groups: Transition-Metal-Catalyzed CH Activation of Simple Arenes
- (2012) Nadine Kuhl et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Mechanically activated synthesis of (E)-stilbene derivatives by high-speed ball milling
- (2012) Xingyi Zhu et al. APPLIED ORGANOMETALLIC CHEMISTRY
- Poly(ethylene glycol) as reaction medium for mild Mizoroki–Heck reaction in a ball-mill
- (2012) Valérie Declerck et al. CHEMICAL COMMUNICATIONS
- Copper-mediated oxidative direct C–C (hetero)aromatic cross-coupling
- (2012) Koji Hirano et al. CHEMICAL COMMUNICATIONS
- Ruthenium(II)-Catalyzed C–H Bond Activation and Functionalization
- (2012) Percia Beatrice Arockiam et al. CHEMICAL REVIEWS
- From C(sp2)–H to C(sp3)–H: systematic studies on transition metal-catalyzed oxidative C–C formation
- (2012) Bi-Jie Li et al. CHEMICAL SOCIETY REVIEWS
- C–C, C–O and C–N bond formation via rhodium(iii)-catalyzed oxidative C–H activation
- (2012) Guoyong Song et al. CHEMICAL SOCIETY REVIEWS
- Progress in palladium-based catalytic systems for the sustainable synthesis of annulated heterocycles: a focus on indole backbones
- (2012) Mélanie Platon et al. CHEMICAL SOCIETY REVIEWS
- Palladium-Catalyzed Aerobic Oxidative Cyclization of N-Aryl Imines: Indole Synthesis from Anilines and Ketones
- (2012) Ye Wei et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Suzuki cross-couplings of (hetero)aryl chlorides in the solid-state
- (2012) Giancarlo Cravotto et al. NEW JOURNAL OF CHEMISTRY
- Cationic Ruthenium(II) Catalysts for Oxidative C–H/N–H Bond Functionalizations of Anilines with Removable Directing Group: Synthesis of Indoles in Water
- (2012) Lutz Ackermann et al. ORGANIC LETTERS
- Indole synthesis – something old, something new
- (2012) Martyn Inman et al. Chemical Science
- Rhodium Catalyzed Chelation-Assisted C–H Bond Functionalization Reactions
- (2011) Denise A. Colby 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
- Fast, ligand- and solvent-free copper-catalyzed click reactions in a ball mill
- (2011) Rico Thorwirth et al. CHEMICAL COMMUNICATIONS
- Bond Formations between Two Nucleophiles: Transition Metal Catalyzed Oxidative Cross-Coupling Reactions
- (2011) Chao Liu et al. CHEMICAL REVIEWS
- Catalytic Dehydrogenative Cross-Coupling: Forming Carbon−Carbon Bonds by Oxidizing Two Carbon−Hydrogen Bonds
- (2011) Charles S. Yeung et al. CHEMICAL REVIEWS
- Update 1 of: Synthesis and Functionalization of Indoles Through Palladium-Catalyzed Reactions
- (2011) Sandro Cacchi et al. CHEMICAL REVIEWS
- Carboxylate-Assisted Transition-Metal-Catalyzed C−H Bond Functionalizations: Mechanism and Scope
- (2011) Lutz Ackermann CHEMICAL REVIEWS
- Ball milling in organic synthesis: solutions and challenges
- (2011) Achim Stolle et al. CHEMICAL SOCIETY REVIEWS
- Transition metal-catalyzed arylation of unactivated C(sp3)–H bonds
- (2011) Olivier Baudoin CHEMICAL SOCIETY REVIEWS
- Towards mild metal-catalyzed C–H bond activation
- (2011) Joanna Wencel-Delord et al. CHEMICAL SOCIETY REVIEWS
- Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation
- (2011) Seung Hwan Cho et al. CHEMICAL SOCIETY REVIEWS
- Mechanochemistry: opportunities for new and cleaner synthesis
- (2011) Stuart L. James et al. CHEMICAL SOCIETY REVIEWS
- Fast, Ligand- and Solvent-Free Synthesis of 1,4-Substituted Buta-1,3-diynes by Cu-Catalyzed Homocoupling of Terminal Alkynes in a Ball Mill
- (2011) Robert Schmidt et al. CHEMISTRY-A EUROPEAN JOURNAL
- Exploring the Oxidative Cyclization of Substituted N-Aryl Enamines: Pd-Catalyzed Formation of Indoles from Anilines
- (2011) Julia J. Neumann et al. CHEMISTRY-A EUROPEAN JOURNAL
- Solvent-Free Cross-Dehydrogenative Coupling Reactions under High Speed Ball-Milling Conditions Applied to the Synthesis of Functionalized Tetrahydroisoquinolines
- (2011) Weike Su et al. JOURNAL OF ORGANIC CHEMISTRY
- Synthesis ofN-(2-Pyridyl)indoles via Pd(II)-Catalyzed Oxidative Coupling
- (2011) Jinlei Chen et al. JOURNAL OF ORGANIC CHEMISTRY
- Solvent-free reactions of alkynes in ball mills: It is definitely more than mixing
- (2011) Achim Stolle et al. PURE AND APPLIED CHEMISTRY
- Indole synthesis: a review and proposed classification
- (2011) Douglass F. Taber et al. TETRAHEDRON
- The Vinyl Moiety as a Handle for Regiocontrol in the Preparation of Unsymmetrical 2,3-Aliphatic-Substituted Indoles and Pyrroles
- (2010) Malcolm P. Huestis et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions
- (2010) Thomas W. Lyons et al. CHEMICAL REVIEWS
- Diastereotopos-differentiating C–H activation reactions at methylene groups
- (2010) Pavel Herrmann et al. CHEMICAL SOCIETY REVIEWS
- Oxidative Coupling of Aromatic Substrates with Alkynes and Alkenes under Rhodium Catalysis
- (2010) Tetsuya Satoh et al. CHEMISTRY-A EUROPEAN JOURNAL
- Rhodium(III)-Catalyzed Arene and Alkene C−H Bond Functionalization Leading to Indoles and Pyrroles
- (2010) David R. Stuart et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Synthesis of 2-Pyridones and Iminoesters via Rh(III)-Catalyzed Oxidative Coupling between Acrylamides and Alkynes
- (2010) Yan Su et al. ORGANIC LETTERS
- Rh(III)-Catalyzed Oxidative Coupling ofN-Aryl-2-aminopyridine with Alkynes and Alkenes
- (2010) Jinlei Chen et al. ORGANIC LETTERS
- Iridium-Catalyzed Selective Synthesis of 4-Substituted Benzofurans and IndolesviaDirected Cyclodehydration
- (2009) Kyoji Tsuchikama et al. ADVANCED SYNTHESIS & CATALYSIS
- Indoles from Simple Anilines and Alkynes: Palladium-Catalyzed CH Activation Using Dioxygen as the Oxidant
- (2009) Zhuangzhi Shi et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Rhodium-Catalyzed C−C Bond Formation via Heteroatom-Directed C−H Bond Activation
- (2009) Denise A. Colby et al. CHEMICAL REVIEWS
- C−H Activation for the Construction of C−B Bonds
- (2009) Ibraheem A. I. Mkhalid et al. CHEMICAL REVIEWS
- Energetic assessment of the Suzuki–Miyaura reaction: a curtate life cycle assessment as an easily understandable and applicable tool for reaction optimization
- (2009) Franziska Schneider et al. GREEN CHEMISTRY
- Palladium-Catalyzed Oxidative Cyclization ofN-Aryl Enamines: From Anilines to Indoles
- (2008) Sebastian Würtz et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Organocatalytic reactions: effects of ball milling, microwave and ultrasound irradiation
- (2008) Angelika Bruckmann et al. GREEN CHEMISTRY
- Indole Synthesis via Rhodium Catalyzed Oxidative Coupling of Acetanilides and Internal Alkynes
- (2008) David R. Stuart et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Find Funding. Review Successful Grants.
Explore over 25,000 new funding opportunities and over 6,000,000 successful grants.
ExploreCreate your own webinar
Interested in hosting your own webinar? Check the schedule and propose your idea to the Peeref Content Team.
Create Now