Visible-Light Photo-Arbuzov Reaction of Aryl Bromides and Trialkyl Phosphites Yielding Aryl Phosphonates

ACS Catalysis ◽  
2016 ◽  
Vol 6 (12) ◽  
pp. 8410-8414 ◽  
Author(s):  
Rizwan S. Shaikh ◽  
Simon J. S. Düsel ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Arbuzov Reaction ◽  
Aryl Bromides ◽  
Trialkyl Phosphites

Synthesis and Proton Dissociation Properties of Arylphosphonates: A Microwave-Assisted Catalytic Arbuzov Reaction with Aryl Bromides

2012 ◽  
Vol 23 (6) ◽  
pp. 574-582 ◽  
Author(s):  
György Keglevich ◽  
Alajos Grün ◽  
Adrienn Bölcskei ◽  
László Drahos ◽  
Márta Kraszni ◽  
...  
Keyword(s):  
Arbuzov Reaction ◽  
Microwave Assisted ◽  
Proton Dissociation ◽  
Aryl Bromides

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2020 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

Trialkyl Phosphites and Diaryliodonium Salts as Co-initiators in a System for Radical-Promoted Visible-Light-Induced Cationic Polymerization

2013 ◽  
Vol 78 (8) ◽  
pp. 3561-3569 ◽  
Author(s):  
Thomas W. Nalli ◽  
Lee G. Stanek ◽  
Rebekka H. Molenaar ◽  
Krysia L. Weidell ◽  
Justin P. Meyer ◽  
...  
Keyword(s):  
Visible Light ◽  
Cationic Polymerization ◽  
Diaryliodonium Salts ◽  
Trialkyl Phosphites

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2019 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

A novel ring closure in the Michaelis–Arbuzov reaction of trialkyl phosphites with phthaloyl chloride

1967 ◽  
Vol 0 (20) ◽  
pp. 1060-1061 ◽  
Author(s):  
K. Darrell Berlin ◽  
Donald H. Burpo ◽  
Roland U. Pagilagan ◽  
Duane Bude
Keyword(s):  
Ring Closure ◽  
Arbuzov Reaction ◽  
Trialkyl Phosphites

scholarly journals Regioselective O/C phosphorylation of α-chloroketones: a general method for the synthesis of enol phosphates and β-ketophosphonates via Perkow/Arbuzov reaction

RSC Advances ◽  
2020 ◽  
Vol 10 (49) ◽  
pp. 29493-29497
Author(s):  
Yuepeng Cao ◽  
Zhenhua Gao ◽  
Junchen Li ◽  
Xiaojing Bi ◽  
Ling Yuan ◽  
...  
Keyword(s):  
Arbuzov Reaction ◽  
Trialkyl Phosphites ◽  
General Method

A highly regioselective O/C phosphorylation of α-chloroketones with trialkyl phosphites was developed in the preparation of enol phosphates and β-ketophosphonates.

Nickel-Catalyzed Photodehalogenation of Aryl Bromides

Synlett ◽  
2021 ◽  
Author(s):  
Ruben Martin ◽  
Bradley Higginson ◽  
Jesus Sanjosé-Orduna ◽  
Yiting Gu
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Broad Scope ◽  
Aryl Bromides

AbstractHerein, we describe a Ni-catalyzed photodehalogenation of aryl bromides under visible-light irradiation that utilizes tetrahydrofuran as hydrogen source. The protocol obviates the need for exogeneous amine reductants or photocatalysts and is characterized by its simplicity and broad scope, including challenging substrate combinations

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2020 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

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