Tf2O/DMSO-Promoted P–O and P–S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates

A robust methodology for the synthesis of phosphorothioates, phosphinothioates and phosphonothioates.

(2020) David Jones et al.   ADVANCED SYNTHESIS & CATALYSIS

Zinc‐catalyzed transformation of diarylphosphoryl azides to diarylphosphate esters and amides

(2020) Jun Ying et al.   Chemistry-An Asian Journal

Copper-Catalyzed Remote C(sp3)–H Phosphorothiolation of Sulfonamides and Carboxamides in a Multicomponent Reaction

(2020) Shanshan Shi et al.   ORGANIC LETTERS

Recent advances in sulfur-centered S-X (X = N, P, O) bond formation catalyzed by transition metals

(2020) Kang Peng et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Highly Efficient and Convenient Access to Phosphinates via CHCl3 -Assisted Direct Phosphorylation between R2 P(O)H and ROH by Phosphonium Salt Catalysis

(2020) Xiaojun Yu et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Mechanistic details of metal‐free cyclization reaction of organophosphorus oxide with alkynes mediated by 2,6‐lutidine and Tf 2 O

(2020) Jiamei Tian et al.   JOURNAL OF COMPUTATIONAL CHEMISTRY

Zinc-Catalyzed Phosphonylation of Alcohols with Alkyl Phosphites

(2020) Yuki Saito et al.   ORGANIC LETTERS

Visible-Light-Mediated Access to Phosphate Esters

(2020) Alya Inial et al.   ORGANIC LETTERS

Modern Synthetic Approaches to Phosphorus‐Sulfur Bond Formation in Organophosphorus Compounds

(2020) David J. Jones et al.   ADVANCED SYNTHESIS & CATALYSIS

O-Phosphination of Aldehydes/Ketones toward Phosphoric Esters: Experimental and Mechanistic Studies

(2020) Yanyan Qian et al.   ORGANIC LETTERS

Base-promoted selective O-phosphorylation of aryl triflates with P(O)-H compounds

(2020) Mingyue Wang et al.   TETRAHEDRON LETTERS

Organophosphorus-Catalyzed Deoxygenation of Sulfonyl Chlorides: Electrophilic (Fluoroalkyl)sulfenylation by PIII/PV=O Redox Cycling

(2019) Avipsa Ghosh et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Electrochemical Dehydrogenative Phosphorylation of Alcohols for the Synthesis of Organophosphinates

(2019) Lingling Deng et al.   JOURNAL OF ORGANIC CHEMISTRY

Preparation of O-Protected Cyanohydrins by Aerobic Oxidation of α-Substituted Malononitriles in the Presence of Diarylphosphine Oxides

(2019) Dapeng Zhang et al.   ORGANIC LETTERS

Lewis Acid Promoted Aerobic Oxidative Coupling of Thiols with Phosphonates by Simple Nickel(II) Catalyst: Substrate Scope and Mechanistic Studies

(2019) Jing-Wen Xue et al.   JOURNAL OF ORGANIC CHEMISTRY

Ceric(IV) Ammonium Nitrate Mediated Phosphorylation of Alkenes: Easy Access to (E )-Vinylphosphonates

(2019) Jian Shen et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Electrochemical Dehydrogenative Coupling of Alcohols with Hydrogen Phosphoryl Compounds: A Green Protocol for P−O Bond Formation

(2019) Qian-Yu Li et al.   ADVANCED SYNTHESIS & CATALYSIS

Iodide‐Catalyzed Phosphorothiolation of Heteroarenes Using P(O)H Compounds and Elemental Sulfur

(2019) Shanshan Shi et al.   ADVANCED SYNTHESIS & CATALYSIS

Organocatalytic, regioselective allylic- and 1,6-substitution of quinone monoketals with diaryl H-phosphine oxides

(2019) Biquan Xiong et al.   JOURNAL OF ORGANOMETALLIC CHEMISTRY

2-Dopyl-1,4-di(2-dopylpropanoyl)benzene, an effective phosphorus flame retardant

(2019) Bob A. Howell et al.   POLYMER DEGRADATION AND STABILITY

Arylation of Axially Chiral Phosphorothioate Salts by Dinuclear PdI Catalysis

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

DMSO: yesterday’s solvent, today’s reagent

(2019) Zahra Tashrifi et al.   ADVANCED SYNTHESIS & CATALYSIS

Cobalt(II)‐Catalyzed Bisfunctionalization of Alkenes with Diarylphosphine Oxide and Peroxide

(2019) Jian Shen et al.   ADVANCED SYNTHESIS & CATALYSIS

Electrochemical Dehydrogenative Phosphorylation of Thiols

(2019) Chung-Yen Li et al.   ORGANIC LETTERS

Benign synthesis of thiophosphates, thiophosphinates and selenophosphates in neat condition using N-chalcogenoimides as the source of electrophilic sulfur/selenium

(2019) Manas Mondal et al.   TETRAHEDRON LETTERS

LiI/TBHP Mediated Oxidative Cross-Coupling of P(O)-H Compounds with Phenols and Various Nucleophiles: Direct Access to the Synthesis of Organophosphates

(2019) Thippani Anitha et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

An Alternative Metal-Free Aerobic Oxidative Cross-Dehydrogenative Coupling of Sulfonyl Hydrazides with Secondary Phosphine Oxides

(2019) Teng Liu et al.   SYNTHESIS-STUTTGART

Enantioselective Ring-Opening/Oxidative Phosphorylation and P-Transfer Reaction of Cyclic Diaryliodoniums

(2019) Longhui Duan et al.   ACS Catalysis

Copper‐Catalyzed Diphenylation of P(O)‐OH Bonds with Cyclic Diaryliodonium Salts

(2019) Gang Wang et al.   Chemistry-An Asian Journal

Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates

(2018) Hai Huang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bu4NI-Catalyzed Dehydrogenative Coupling of Diaryl Phosphinic Acids with C(sp3)–H Bonds of Arenes

(2018) Biquan Xiong et al.   JOURNAL OF ORGANIC CHEMISTRY

Cu(II)/Proline-Catalyzed Reductive Coupling of Sulfuryl Chloride and P(O)–H for P–S–C Bond Formation

(2018) Xinghua Zhang et al.   JOURNAL OF ORGANIC CHEMISTRY

Metal-free electrophilic phosphination of electron-rich arenes, arenols and aromatic thiols with diarylphosphine oxides

(2018) Tao Yuan et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Base-controlled Fe(Pc)-catalyzed aerobic oxidation of thiols for the synthesis of S–S and S–P(O) bonds

(2018) Hai Huang et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Fluoroalkylsulfonyl Chlorides Promoted Vicinal Chloro-fluoroalkylthiolation of Alkenes and Alkynes

(2018) Lvqi Jiang et al.   ORGANIC LETTERS

Direct, oxidative halogenation of diaryl- or dialkylphosphine oxides with (dihaloiodo)arenes

(2018) Jasmin Eljo et al.   TETRAHEDRON LETTERS

CO2-Catalyzed Oxidation of Benzylic and Allylic Alcohols with DMSO

(2018) Daniel Riemer et al.   ACS Catalysis

Visible light photoredox catalyzed thiophosphate synthesis using methylene blue as a promoter

(2018) Hao Zhang et al.   Organic Chemistry Frontiers

Cross-Dehydrogenative Coupling Reactions Between P(O)–H and X–H (X = S, N, O, P) Bonds

(2018) Akram Hosseinian et al.   Topics in Current Chemistry

Practical Reagents and Methods for Nucleophilic and Electrophilic Phosphorothiolations

(2018) Szabolcs Kovács et al.   ADVANCED SYNTHESIS & CATALYSIS

Cerium(IV)-Promoted Phosphinoylation-Nitratation of Alkenes

(2018) Bin Yang et al.   ADVANCED SYNTHESIS & CATALYSIS

Chemoselective Activation of Diethyl Phosphonates: Modular Synthesis of Biologically Relevant Phosphonylated Scaffolds

(2018) Pauline Adler et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Tf2O-Promoted Activating Strategy of Phosphate Analogues: Synthesis of Mixed Phosphates and Phosphinate

(2018) Hai Huang et al.   ORGANIC LETTERS

Synthesis of Thiophosphates by Coupling of Phosphates with Bunte Salts under Mild Conditions

(2018) Sen Lin et al.   SYNLETT

Copper-Catalyzed and Air-Mediated Mild Cross-Dehydrogenative Coupling of Aryl Thioureas and Dialkyl H-Phosphonates: The Synthesis of Thiophosphonates

(2018) Cai-Zhu Chang et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis and application of phosphonothioates, phosphonodithioates, phosphorothioates, phosphinothioates and related compounds

(2018) David J. Jones et al.   TETRAHEDRON LETTERS

Metal- and oxidant-free S–P(O) bond construction via direct coupling of P(O)H with sulfinic acids

(2017) Youngtaek Moon et al.   GREEN CHEMISTRY

Dimethyl sulfoxide as a mild oxidant in S–P(O) bond construction: simple and metal-free approaches to phosphinothioates

(2017) Jian-Guo Sun et al.   GREEN CHEMISTRY

Metal-Free Electrophilic Phosphination/Cyclization of Alkynes

(2017) Yuto Unoh et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Metal- and base-free reductive coupling reaction of P(O)–H with aryl/alkyl sulfonyl chlorides: a novel protocol for the construction of P–S–C bonds

(2017) Dungai Wang et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Phosphorylation of Alkenyl and Aryl C–O Bonds via Photoredox/Nickel Dual Catalysis

(2017) Li-Li Liao et al.   ORGANIC LETTERS

Synthesis of P(O)-S organophosphorus compounds by dehydrogenative coupling reaction of P(O)H compounds with aryl thiols in the presence of base and air

(2017) Wei He et al.   TETRAHEDRON

CDI-promoted direct esterification of P(O)-OH compounds with phenols

(2017) Biquan Xiong et al.   TETRAHEDRON LETTERS

Magnetically recyclable Cu-BTC@Fe3O4 composite-catalyzed C(aryl)–S–P bond formation using aniline, P(O)H compounds and sulfur powder

(2017) Liang Wang et al.   Catalysis Science & Technology

K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols

(2017) Chunxiao Wen et al.   RSC Advances

Copper-catalyzed oxidative dehydrogenative coupling of carboxylic acids with H-phosphonates: an efficient and practical approach to acyl phosphate esters

(2017) Hong Fu et al.   Organic Chemistry Frontiers

Efficient and Controllable Esterification of P(O)-OH Compounds Using Uronium-Based Salts

(2017) Biquan Xiong et al.   ChemistrySelect

Phosphonate Biochemistry

(2016) Geoff P. Horsman et al.   CHEMICAL REVIEWS

Iron-catalyzed clean dehydrogenative coupling of alcohols with P(O)–H compounds: a new protocol for ROH phosphorylation

(2016) Chunya Li et al.   DALTON TRANSACTIONS

Electrophilic Fluorination of Secondary Phosphine Oxides and Its Application to P–O Bond Construction

(2016) Qian Chen et al.   JOURNAL OF ORGANIC CHEMISTRY

Efficient Pd-Catalyzed Dehydrogenative Coupling of P(O)H with RSH: A Precise Construction of P(O)–S Bonds

(2016) Yueyue Zhu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Phosphorothiolation of Aryl Boronic Acids Using P(O)H Compounds and Elemental Sulfur

(2016) Jian Xu et al.   ORGANIC LETTERS

Metal-Free Synthesis of 6-Phosphorylated Phenanthridines: Synthetic and Mechanistic Insights

(2016) Ludovik Noël-Duchesneau et al.   ORGANIC LETTERS

Novel Use of CF3SO2Cl for the Metal-Free Electrophilic Trifluoromethylthiolation

(2016) Hélène Chachignon et al.   ORGANIC LETTERS

Metal-Free Visible-Light-Mediated Oxidative Cross-Coupling of Thiols with P(O)H Compounds Using Air as the Oxidant

(2016) Jian-Guo Sun et al.   ORGANIC LETTERS

DCDMH-promoted synthesis of thiophosphates by coupling of H-phosphonates with thiols

(2016) Xiaojing Bi et al.   TETRAHEDRON

Cleavable Molecular Beacon for Hg2+ Detection Based on Phosphorothioate RNA Modifications

(2015) Po-Jung Jimmy Huang et al.   ANALYTICAL CHEMISTRY

Poly(phosphoester)s: A New Platform for Degradable Polymers

(2015) Tobias Steinbach et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Chemoselective reduction of the phosphoryl bond of O-alkyl phosphinates and related compounds: an apparently impossible transformation

(2015) Niall P. Kenny et al.   CHEMICAL COMMUNICATIONS

TBPB-promoted metal-free synthesis of thiophosphinate/phosphonothioate by direct P–S bond coupling

(2015) Jichao Wang et al.   GREEN CHEMISTRY

First Examples of the Atherton-Todd-Like Reaction in the Absence of Bases

(2015) Boris A. Trofimov et al.   HETEROATOM CHEMISTRY

P(═O)H to P–OH Tautomerism: A Theoretical and Experimental Study

(2015) Benjamin G. Janesko et al.   JOURNAL OF ORGANIC CHEMISTRY

Chloroform-based Atherton–Todd-type reactions of alcohols and thiols with secondary phosphine oxides generating phosphinothioates and phosphinates

(2015) Shan Li et al.   RSC Advances

Atherton–Todd reaction: mechanism, scope and applications

(2014) Stéphanie S Le Corre et al.   Beilstein Journal of Organic Chemistry

Highly efficient and selective phosphorylation of amino acid derivatives and polyols catalysed by 2-aryl-4-(dimethylamino)pyridine-N-oxides – towards kinase-like reactivity

(2014) James I. Murray et al.   CHEMICAL COMMUNICATIONS

Copper-promoted oxidative-fluorination of arylphosphine under mild conditions

(2014) Na Liu et al.   CHEMICAL COMMUNICATIONS

Tuning Thiophene with Phosphorus: Synthesis and Electronic Properties of Benzobisthiaphospholes

(2014) Yunyan Qiu et al.   CHEMISTRY-A EUROPEAN JOURNAL

Direct Aerobic Oxidative Esterification and Arylation of P(O)–OH Compounds with Alcohols and Diaryliodonium Triflates

(2014) Biquan Xiong et al.   ACS Catalysis

Phosphinate Chemistry in the 21st Century: A Viable Alternative to the Use of Phosphorus Trichloride in Organophosphorus Synthesis.

(2013) Jean-Luc Montchamp   ACCOUNTS OF CHEMICAL RESEARCH

The α-Effect in Nucleophilic Substitution Reactions of Y-Substituted-Phenyl Diphenylphosphinates with HOO-and OH-

(2013) Hyo-Jeong Hong et al.   BULLETIN OF THE KOREAN CHEMICAL SOCIETY

Ester prodrugs of acyclic nucleoside thiophosphonates compared to phosphonates: Synthesis, antiviral activity and decomposition study

(2013) Loïc Roux et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

5′-Phosphate and 5′-Phosphonate Ester Derivatives of (N)-Methanocarba Adenosine with in Vivo Cardioprotective Activity

(2013) T. Santhosh Kumar et al.   JOURNAL OF MEDICINAL CHEMISTRY

Organophosphonates revealed: new insights into the microbial metabolism of ancient molecules

(2013) John W. McGrath et al.   NATURE REVIEWS MICROBIOLOGY

Stereoselective Synthesis of P-Modified α-Glycosyl Phosphates by the Oxazaphospholidine Approach

(2013) Mihoko Noro et al.   ORGANIC LETTERS

Cross-Hetero-Dehydrogenative Coupling Reaction of Phosphites: A Catalytic Metal-Free Phosphorylation of Amines and Alcohols

(2013) Jayaraman Dhineshkumar et al.   ORGANIC LETTERS

Systematic study for the stereochemistry of the Atherton–Todd reaction

(2013) Biquan Xiong et al.   TETRAHEDRON

Synthesis of new organophosphorus compounds using the atherton-todd reaction as a versatile tool

(2012) Sebastian Wagner et al.   HETEROATOM CHEMISTRY

Synthesis, Properties, and Applications of Oligonucleotides Containing an RNA Dinucleotide Phosphorothiolate Linkage

(2011) Nan-Sheng Li et al.   ACCOUNTS OF CHEMICAL RESEARCH

Synthesis and Characterization of Novel Alkyl-Substituted Aryl Diphenylphosphinate Esters

(2011) Saliha Begeç et al.   PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS

A Berzelius Reagent, Phosphorus Decasulfide (P4S10), in Organic Syntheses

(2010) Turan Ozturk et al.   CHEMICAL REVIEWS

Stereospecific Coupling ofH-Phosphinates and Secondary Phosphine Oxides with Amines and Alcohols: A General Method for the Preparation of Optically Active Organophosphorus Acid Derivatives†

(2010) Gang Wang et al.   JOURNAL OF ORGANIC CHEMISTRY

Palladium-Catalyzed Suzuki−Miyaura Cross-Coupling Reactions Employing Dialkylbiaryl Phosphine Ligands

(2008) Ruben Martin et al.   ACCOUNTS OF CHEMICAL RESEARCH