Direct arylation of pyridines without the use of a transition metal catalyst

2014 ◽  
Vol 50 (54) ◽  
pp. 7124-7127 ◽  
Author(s):  
Yahui Li ◽  
Wei Liu ◽  
Chunxiang Kuang
Keyword(s):  
Transition Metal ◽  
Room Temperature ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Direct Arylation ◽  
Reaction Proceeds

This new reaction proceeds readily at room temperature without the use of any transition metal catalyst.

Transition Metal Catalyst, Solvent, Base Free Synthesis of Diaryl Diselenides under Mechanical Ball Milling

2021 ◽  
Vol 19 ◽  
Author(s):  
Debasish Kundu ◽  
Anup Roy ◽  
Subir Panja
Keyword(s):  
Transition Metal ◽  
Ball Milling ◽  
Room Temperature ◽  
General Procedure ◽  
Cross Coupling ◽  
High Yield ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Wide Range ◽  
Mechanical Ball Milling

Abstract: A convenient, efficient, and general procedure for the synthesis of diaryl diselenides has been developed by the reaction of aryl diazonium tetrafluoroborates and Potassium Selenocyanate on the surface of alumina under ball-milling in absence of any solvent, transition metal catalyst and base in room temperature. A wide range of functionalized diaryl diselenides are obtained in high purity and high yield by this procedure. Background: Synthesis of diaryl diselenides was restricted into only few Cu-catalyzed C-Se Cross coupling protocol where use of ligands, high reaction temp, long reaction time were required Objective: To achieve a sustainable protocol for the synthesis of diaryl diselenides Method: Reaction of aryl diazonium fluoroborate with KSeCN was successfully performed under ball milling in absence of any ransition metal catalyst, ligands, base and external heating to get diaryl diselenides. Results: A library of diaryl diselenides were obtained in good yields with different functional groups. Conclusion: First transition metal free protocol for the synthesis of diaryl diselenides has been developed successfully.

[bmim]PF6/KOH: A Recyclable Catalytic System for an Azide–Arylacetaldehyde [3 + 2] Cycloaddition

2017 ◽  
Vol 41 (11) ◽  
pp. 631-635
Author(s):  
Yuqin Jiang ◽  
Kai Wu ◽  
Xuxia Tan ◽  
Dandan Zhang ◽  
Wenpei Dong ◽  
...  
Keyword(s):  
Transition Metal ◽  
Organic Solvent ◽  
Catalytic System ◽  
Room Temperature ◽  
Reaction Medium ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Green Protocol ◽  
Mild Conditions

A fast and green protocol for the synthesis of 1,4-disubstituted 1,2,3-triazoles from azides and arylacetaldehydes at room temperature was developed using [bmim]PF6/KOH as the reaction medium. It was found that the in situ-generated carbene from [bmim]PF6/KOH acted as the catalyst. In the absence of a transition-metal catalyst and organic solvent, this azide–arylacetaldehyde [3 + 2] cycloaddition proceeds efficiently, with high levels of regioselectivity, broad range of substrates, excellent yields and simple operation under mild conditions.

H2O2 in WEB: a highly efficient catalyst system for the Dakin reaction

2015 ◽  
Vol 17 (9) ◽  
pp. 4533-4536 ◽  
Author(s):  
Bishwajit Saikia ◽  
Parinita Borah ◽  
Nabin Chandra Barua
Keyword(s):  
Transition Metal ◽  
Organic Solvent ◽  
Room Temperature ◽  
Reaction Times ◽  
Water Extract ◽  
Catalyst System ◽  
Metal Catalyst ◽  
Efficient Catalyst ◽  
Transition Metal Catalyst ◽  
Neat Water

Without using any transition metal catalyst, ligand, base, toxic or hazardous reagent, additives/promoters and organic solvent, Dakin reactions have been successfully carried out by using H2O2 in neat ‘Water Extract of Banana’ (WEB) at room temperature under aerobic conditions in very short reaction times.

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2021 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Zhanghua Gao
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2022 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Jia Chen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

scholarly journals Phosphine-Catalyzed Intermolecular Acylfluorination of Alkynes via a P(V) Intermediate

2020 ◽  
Author(s):  
Hayato Fujimoto ◽  
Takuya Kodama ◽  
Masahiro Yamanaka ◽  
Mamoru Tobisu
Keyword(s):  
Carboxylic Acid ◽  
Transition Metal ◽  
Metal Catalyst ◽  
Computational Studies ◽  
Ambient Conditions ◽  
Transition Metal Catalyst ◽  
Reaction Proceeds

We report on the phosphine-catalyzed intermolecular carbofluorination of alkynes using acyl fluorides as fluorinating reagents. This reaction promises to be a useful method for the synthesis of highly substituted monofluoroalkene derivatives, since acyl fluorides can be easily prepared from the corresponding carboxylic acid derivatives and the reaction proceeds under ambient conditions without the need for a transition-metal catalyst. Experimental and computational studies indicate that a five-coordinated fluorophosphorane is involved as the key intermediate in the fluorination step.

A new avenue to the Dakin reaction in H2O2–WERSA

RSC Advances ◽  
2015 ◽  
Vol 5 (128) ◽  
pp. 105583-105586 ◽  
Author(s):  
Bishwajit Saikia ◽  
Parinita Borah
Keyword(s):  
Transition Metal ◽  
Organic Solvent ◽  
Room Temperature ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Base Organic Solvent

We have developed a novel protocol to realize the Dakin reaction in H2O2–WERSA at room temperature and the system does not require activation, toxic ligand, additive/promoter, transition metal catalyst, base, organic solvent and so on.

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