Recent Advances in the Functionalization of Terminal and Internal Alkynes

Ligand relay catalysis for cobalt-catalyzed sequential hydrosilylation and hydrohydrazidation of terminal alkynes

(2022) Yufeng Sun et al.   Nature Communications

Development of a Radical Silylzincation of (Het)Aryl‐Substituted Alkynes and Computational Insights into the Origin of the trans‐Stereoselectivity

(2021) Elise Romain et al.   ADVANCED SYNTHESIS & CATALYSIS

Iron- and Cobalt-Catalyzed Asymmetric Hydrofunctionalization of Alkenes and Alkynes

(2021) Jun Guo et al.   ACCOUNTS OF CHEMICAL RESEARCH

Hydroalkylation of Alkynes: Functionalization of the Alkenyl Copper Intermediate through Single Electron Transfer Chemistry

(2021) Avijit Hazra et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Diethylzinc-Mediated Radical 1,2-Addition of Alkenes and Alkynes

(2021) Xin Li et al.   ORGANIC LETTERS

Pd-Catalyzed Perfluoroalkylative Aryloxycarbonylation of Alkynes with Formates as CO Surrogates

(2021) Beata Gatlik et al.   ACS Catalysis

Regio‐controllable Cobalt‐Catalyzed Sequential Hydrosilylation/Hydroboration of Arylacetylenes

(2021) Zhaoyang Cheng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cyclic (Alkyl)(amino)carbene Ligands Enable Cu‐Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes**

(2021) Yang Gao et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ni-Catalyzed Asymmetric Hydrophosphination of Unactivated Alkynes

(2021) Xu-Teng Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Markovnikov Hydrosilylation of Alkynes with Tertiary Silanes Catalyzed by Dinuclear Cobalt Carbonyl Complexes with NHC Ligation

(2021) Dongyang Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective Cobalt-Catalyzed Cascade Hydrosilylation and Hydroboration of Alkynes to Access Enantioenriched 1,1-Silylboryl Alkanes

(2021) Shengnan Jin et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Recyclable Catalysts for Alkyne Functionalization

(2021) Leslie Trigoura et al.   MOLECULES

Regio- and Stereoselective Hydroiodination of Internal Alkynes with Ex Situ-Generated HI

(2021) Kanako Nozawa-Kumada et al.   ORGANIC LETTERS

Dual Palladium/Copper-Catalyzed anti-Selective Intermolecular Allenylsilylation of Terminal Alkynes: Entry to (E)-Silyl Enallenes

(2021) Liang-Feng Yang et al.   ORGANIC LETTERS

Chemodivergent Synthesis of One-Carbon-Extended Alcohols via Copper-Catalyzed Hydroxymethylation of Alkynes with Formic Acid

(2021) Xin Jin et al.   ORGANIC LETTERS

Transition-Metal-Catalyzed Functionalization of Alkynes with Organoboron Reagents: New Trends, Mechanistic Insights, and Applications

(2021) Javier Corpas et al.   ACS Catalysis

Mechanism of Z-Selective Hydroalkylation of Terminal Alkynes

(2021) Mitchell T. Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Regioselective Hydroalkylation and Arylalkylation of Alkynes by Photoredox/Nickel Dual Catalysis: Application and Mechanism

(2020) Huifeng Yue et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Alkyne Linchpin Strategy for Drug:Pharmacophore Conjugation: Experimental and Computational Realization of a Meta-Selective Inverse Sonogashira Coupling

(2020) Sandip Porey et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Magnesium-Catalyzed Stereoselective Hydrostannylation of Internal and Terminal Alkynes

(2020) Marc Magre et al.   ORGANIC LETTERS

Functionalization of remote C(sp3)-H bonds enabled by copper-catalyzed coupling of O-acyloximes with terminal alkynes

(2020) Zhaodong Li et al.   Nature Communications

Pd‐Catalyzed Formal Hydroalkylation of Aryl‐Substituted Alkynes with Hydrazones

(2020) Lin Yu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Decarboxylative Hydroalkylation of Alkynes via Dual Copper-Photoredox Catalysis

(2020) Marco M. Mastandrea et al.   ACS Catalysis

Stereodivergent Alkyne Hydrofluorination Using Protic Tetrafluoroborates as Tunable Reagents

(2020) Rui Guo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Intracellular Ruthenium‐Promoted (2+2+2) Cycloadditions

(2020) Joan Miguel‐Ávila et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cobalt-Catalyzed Markovnikov Selective Sequential Hydrogenation/Hydrohydrazidation of Aliphatic Terminal Alkynes

(2020) Jieping Chen et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

anti-Hydroarylation of Activated Internal Alkynes: Merging Pd and Energy Transfer Catalysis

(2020) Javier Corpas et al.   ORGANIC LETTERS

Synthesis of Stereodefined 1,1-Diborylalkenes via Copper-Catalyzed Diboration of Terminal Alkynes

(2020) Yang Gao et al.   ORGANIC LETTERS

Ni-Catalyzed Intermolecular Carboacylation of Internal Alkynes via Amide C–N Bond Activation

(2020) Mason T. Koeritz et al.   ORGANIC LETTERS

1,1,2‐Trifunctionalization of Terminal Alkynes by Radical Addition‐Translocation‐Cyclization‐Trapping for the Construction of Highly Substituted Cyclopentanes

(2020) Youqing Yang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cobalt‐Catalyzed Markovnikov‐Type Selective Hydroboration of Terminal Alkynes

(2020) Jieping Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Iron-Catalyzed Regiodivergent Alkyne Hydrosilylation

(2020) Meng-Yang Hu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Nickel-Catalyzed C–F/N–H Annulation of Aromatic Amides with Alkynes: Activation of C–F Bonds under Mild Reaction Conditions

(2020) Itsuki Nohira et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed Intermolecular Trans-Selective Carbofunctionalization of Internal Alkynes to Highly Functionalized Alkenes

(2020) Weiwei Lv et al.   ACS Catalysis

Modular Cyclopentenone Synthesis through the Catalytic Molecular Shuffling of Unsaturated Acid Chlorides and Alkynes

(2020) Yong Ho Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cobalt-Catalyzed Asymmetric Synthesis of gem-Bis(silyl)alkanes by Double Hydrosilylation of Aliphatic Terminal Alkynes

(2019) Jun Guo et al.   Chem

Iron-Catalyzed Dihydrosilylation of Alkynes: Efficient Access to Geminal Bis(silanes)

(2019) Meng-Yang Hu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Heterobimetallic Control of Regioselectivity in Alkyne Hydrostannylation: Divergent Syntheses of α- and (E)-β-Vinylstannanes via Cooperative Sn–H Bond Activation

(2019) Li-Jie Cheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cu(I)-Catalyzed 6-endo-dig Cyclization of Terminal Alkynes, 2-Bromoaryl Ketones, and Amides toward 1-Naphthylamines: Applications and Photophysical Properties

(2019) Lebin Su et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Highly Regioselective Sequential 1,1‐Dihydrosilylation of Terminal Aliphatic Alkynes with Primary Silanes

(2019) Zhaoyang Cheng et al.   CHINESE JOURNAL OF CHEMISTRY

Palladium-Catalyzed Intermolecular Aryliodination of Internal Alkynes

(2019) Yong Ho Lee et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Magnesium-Catalyzed Hydroboration of Terminal and Internal Alkynes

(2019) Marc Magre et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Tuning the Selectivity of AuPd Nanoalloys towards Selective Dehydrogenative Alkyne Silylation

(2019) Maren Wissing et al.   CHEMISTRY-A EUROPEAN JOURNAL

Palladium‐Catalyzed Tunable Carbonylative Synthesis of Enones and Benzofulvenes

(2019) Jin‐Bao Peng et al.   CHEMISTRY-A EUROPEAN JOURNAL

Recent advances in tridentate iron and cobalt complexes for alkene and alkyne hydrofunctionalizations

(2019) Huanan Wen et al.   COORDINATION CHEMISTRY REVIEWS

Differential Dihydrofunctionalization of Terminal Alkynes: Synthesis of Benzylic Alkyl Boronates through Reductive Three-Component Coupling

(2019) Megan K. Armstrong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper’s rapid ascent in visible-light photoredox catalysis

(2019) Asik Hossain et al.   SCIENCE

1,2-(Bis)trifluoromethylation of Alkynes: A One-Step Reaction to Install an Underutilized Functional Group

(2019) Shuo Guo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Zinc Catalysed Hydroboration of Terminal and Internal Alkynes

(2019) Souvik Mandal et al.   Chemistry-An Asian Journal

Metal-Free Transfer Hydrobromination of C–C Triple Bonds

(2019) Weiqiang Chen et al.   ORGANIC LETTERS

Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes

(2019) Avijit Hazra et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes via Shuttle Catalysis

(2019) Peng Yu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of Isomerically Pure (Z)-Alkenes from Terminal Alkynes and Terminal Alkenes: Silver-Catalyzed Hydroalkylation of Alkynes

(2019) Mitchell T. Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Gold-Catalyzed Hydrofluorination of Internal Alkynes Using Aqueous HF

(2019) Raphaël Gauthier et al.   ORGANIC LETTERS

Stereoselective Base-Catalyzed 1,1-Silaboration of Terminal Alkynes

(2019) Yiting Gu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

α‐Imino Gold Carbene Intermediates from Readily Accessible Sulfilimines: Intermolecular Access to Structural Diversity

(2019) Xianhai Tian et al.   CHEMISTRY-A EUROPEAN JOURNAL

Cascade CuH-catalysed conversion of alkynes into enantioenriched 1,1-disubstituted products

(2019) De-Wei Gao et al.   Nature Catalysis

Trisubstituted olefin synthesis via Ni-catalyzed hydroalkylation of internal alkynes with non-activated alkyl halides

(2018) Xiao-Yu Lu et al.   CHEMICAL COMMUNICATIONS

Introduction: Electrochemistry: Technology, Synthesis, Energy, and Materials

(2018) R. Daniel Little et al.   CHEMICAL REVIEWS

Using Physical Organic Chemistry To Shape the Course of Electrochemical Reactions

(2018) Kevin D. Moeller   CHEMICAL REVIEWS

Electrochemical oxidative radical oxysulfuration of styrene derivatives with thiols and nucleophilic oxygen sources

(2018) Yang Wang et al.   GREEN CHEMISTRY

Decarboxylative Hydroalkylation of Alkynes

(2018) Nicholas A. Till et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed Regio- and Stereoselective Coupling–Addition of Propiolates with Arylsulfonyl Hydrazides: A Pattern for Difunctionalization of Alkynes

(2018) Lixin Liu et al.   ORGANIC LETTERS

Transition-metal catalyzed enantioselective hydrofunctionalization of alkynes

(2018) Yin Zheng et al.   TETRAHEDRON LETTERS

Recent Advances in Hydrometallation of Alkenes and Alkynes via the First Row Transition Metal Catalysis

(2018) Jianhui Chen et al.   CHINESE JOURNAL OF CHEMISTRY

Copper-NHC-Mediated Semihydrogenation and Hydroboration of Alkynes: Enhanced Catalytic Activity Using Ring-Expanded Carbenes

(2018) Jonathan W. Hall et al.   ORGANOMETALLICS

A Green Approach: Vicinal Oxidative Electrochemical Alkene Difunctionalization

(2018) Guilherme M. Martins et al.   ChemElectroChem

Rhodium-Catalyzed Alkenylation of C–H Bonds in Aromatic Amides with Alkynes

(2017) Kaname Shibata et al.   ORGANIC LETTERS

Olefin Metathesis in Drug Discovery and Development—Examples from Recent Patent Literature

(2017) David Hughes et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Isolation and characterization of hydrocarbon soluble NHC copper(I) phosphoranimide complex and catalytic application for alkyne hydroboration reaction

(2017) Tao Bai et al.   TETRAHEDRON LETTERS

Nickel-catalyzed C–H/N–H annulation of aromatic amides with alkynes in the absence of a specific chelation system

(2017) Atsushi Obata et al.   Chemical Science

Tandem Reactions Enable Trans- and Cis-Hydro-Tertiary-Alkylations Catalyzed by a Copper Salt

(2017) Kimiaki Nakamura et al.   ACS Catalysis

Photoredox-Mediated Routes to Radicals: The Value of Catalytic Radical Generation in Synthetic Methods Development

(2017) Jennifer K. Matsui et al.   ACS Catalysis

Fine Design of Photoredox Systems for Catalytic Fluoromethylation of Carbon–Carbon Multiple Bonds

(2016) Takashi Koike et al.   ACCOUNTS OF CHEMICAL RESEARCH

Merging Visible Light Photoredox Catalysis with Metal Catalyzed C–H Activations: On the Role of Oxygen and Superoxide Ions as Oxidants

(2016) David C. Fabry et al.   ACCOUNTS OF CHEMICAL RESEARCH

1,1-Disubstituted olefin synthesis via Ni-catalyzed Markovnikov hydroalkylation of alkynes with alkyl halides

(2016) Xiao-Yu Lu et al.   CHEMICAL COMMUNICATIONS

Alkyne Difunctionalization by Dual Gold/Photoredox Catalysis

(2016) Adrian Tlahuext-Aca et al.   CHEMISTRY-A EUROPEAN JOURNAL

Copper Catalysis for Selective Heterocoupling of Terminal Alkynes

(2016) Lebin Su et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Aryl Nitriles from Alkynes Using tert-Butyl Nitrite: Metal-Free Approach to C≡C Bond Cleavage

(2016) Uttam Dutta et al.   ORGANIC LETTERS

Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzothiophenes via the Annulation of Aryl Sulfides with Alkynes

(2016) Yoshihiro Masuya et al.   ORGANIC LETTERS

Copper-Catalyzed trans-Hydroboration of Terminal Aryl Alkynes: Stereodivergent Synthesis of Alkenylboron Compounds

(2016) Won Jun Jang et al.   ORGANIC LETTERS

Stannylation Reactions under Base Metal Catalysis: Some Recent Advances

(2016) Hiroto Yoshida   SYNTHESIS-STUTTGART

Photoredox-Catalyzed Stereoselective Conversion of Alkynes into Tetrasubstituted Trifluoromethylated Alkenes

(2015) Ren Tomita et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Copper-catalyzed α-selective hydrostannylation of alkynes for the synthesis of branched alkenylstannanes

(2015) H. Yoshida et al.   CHEMICAL COMMUNICATIONS

Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity

(2015) Ruth Dorel et al.   CHEMICAL REVIEWS

Silver-catalysed reactions of alkynes: recent advances

(2015) Guichun Fang et al.   CHEMICAL SOCIETY REVIEWS

Mechanism of Copper-Catalyzed Hydroalkylation of Alkynes: An Unexpected Role of Dinuclear Copper Complexes

(2015) Alison M. Suess et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed Hydroalkylation of Terminal Alkynes

(2015) Mycah R. Uehling et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Z-Selective Olefin Synthesis via Iron-Catalyzed Reductive Coupling of Alkyl Halides with Terminal Arylalkynes

(2015) Chi Wai Cheung et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Direct difunctionalization of alkynes with sulfinic acids and molecular iodine: a simple and convenient approach to (E)-β-iodovinyl sulfones

(2015) Wei Wei et al.   RSC Advances

Copper-Catalyzed Selective Semihydrogenation of Terminal Alkynes with Hypophosphorous Acid

(2014) Huanyang Cao et al.   ADVANCED SYNTHESIS & CATALYSIS

Copper-Catalyzed Synthesis of 1,1-Diborylalkanes through Regioselective Dihydroboration of Terminal Alkynes

(2014) Sumin Lee et al.   Chemistry-An Asian Journal

Alkoxyboration: Ring-Closing Addition of B–O σ Bonds across Alkynes

(2014) Joshua J. Hirner et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Aerobic Oxynitration of Alkynes with tBuONO and TEMPO

(2014) Uttam Dutta et al.   ORGANIC LETTERS

Chemicals from Alkynes with Palladium Catalysts

(2013) Rafael Chinchilla et al.   CHEMICAL REVIEWS

Catalytic Reactions of Acetylene: A Feedstock for the Chemical Industry Revisited

(2013) Ioan-Teodor Trotuş et al.   CHEMICAL REVIEWS

Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles

(2013) Anton V. Gulevich et al.   CHEMICAL REVIEWS

Recent Advances in Catalytic Sequential Reactions Involving Hydroelement Addition to Carbon–Carbon Multiple Bonds

(2013) Xiaoming Zeng   CHEMICAL REVIEWS

Production of Acetylene and Acetylene-based Chemicals from Coal

(2013) Harold Schobert   CHEMICAL REVIEWS

Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis

(2013) Christopher K. Prier et al.   CHEMICAL REVIEWS

Radical Cascades Initiated by Intermolecular Radical Addition to Alkynes and Related Triple Bond Systems

(2012) Uta Wille   CHEMICAL REVIEWS

Merging Visible-Light Photocatalysis and Transition-Metal Catalysis in the Copper-Catalyzed Trifluoromethylation of Boronic Acids with CF3I

(2012) Yingda Ye et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Transition metal-catalyzed addition of C-, N- and O-nucleophiles to unactivated C–C multiple bonds

(2012) Nitin T. Patil et al.   TETRAHEDRON

Cyclizations of Alkynes: Revisiting Baldwin’s Rules for Ring Closure

(2011) Kerry Gilmore et al.   CHEMICAL REVIEWS

Synthesis of Heterocycles via Electrophilic Cyclization of Alkynes Containing Heteroatom

(2011) Benhur Godoi et al.   CHEMICAL REVIEWS

Nickel-Catalyzed Chelation-Assisted Transformations Involving Ortho C–H Bond Activation: Regioselective Oxidative Cycloaddition of Aromatic Amides to Alkynes

(2011) Hirotaka Shiota et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Alkynes Between Main Group Elements: From Dumbbells via Rods to Squares and Tubes

(2010) Rolf Gleiter et al.   CHEMICAL REVIEWS

Conversion of carbonyl compounds to alkynes: general overview and recent developments

(2010) Damien Habrant et al.   CHEMICAL SOCIETY REVIEWS

Copper-catalyzed azide–alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(i) acetylides

(2010) Jason E. Hein et al.   CHEMICAL SOCIETY REVIEWS

Visible light photocatalysis as a greener approach to photochemical synthesis

(2010) Tehshik P. Yoon et al.   Nature Chemistry

Silver-Mediated Synthesis of Heterocycles

(2008) Míriam Álvarez-Corral et al.   CHEMICAL REVIEWS

Gold-Catalyzed Cycloisomerizations of Enynes: A Mechanistic Perspective

(2008) Eloísa Jiménez-Núñez et al.   CHEMICAL REVIEWS

Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes

(2008) D. A. Nicewicz et al.   SCIENCE