Water-promoted regioselective hydrothiolation of alkynes

2009 ◽  
Vol 87 (11) ◽  
pp. 1605-1609 ◽  
Author(s):  
Sukalyan Bhadra ◽  
Brindaban C. Ranu
Keyword(s):  
Room Temperature ◽  
Terminal Alkynes ◽  
Vinyl Sulfides ◽  
Markovnikov Addition

Water promotes hydrothiolation of unactivated alkynes efficiently without any catalyst or additive. The reaction at room temperature furnishes vinyl sulfides with high regioselectivity via anti-Markovnikov addition. The terminal alkynes provide dithiolanes at 80 °C by bis-addition. The reactions are very clean and high yielding.

Room-Temperature Hydrohydrazination of Terminal Alkynes Catalyzed by Saturated Abnormal N-Heterocyclic Carbene-Gold(I) Complexes

2014 ◽  
Vol 20 (23) ◽  
pp. 6844-6848 ◽  
Author(s):  
Rubén Manzano ◽  
Thomas Wurm ◽  
Frank Rominger ◽  
A. Stephen K. Hashmi
Keyword(s):  
Room Temperature ◽  
Terminal Alkynes

Visible light-promoted copper catalyzed regioselective acetamidation of terminal alkynes by arylamines

2020 ◽  
Vol 22 (4) ◽  
pp. 1164-1170 ◽  
Author(s):  
V. Kishore Kumar Pampana ◽  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Terminal Alkynes

Herein, we describe a copper photoredox catalyzed synthesis of acetamide via regioselective C–N coupling of arylamines with terminal alkynes using molecular oxygen (O2) as an oxidant at room temperature under visible light irradiation (47 examples).

Exploring the Influence of Phosphine Ligation on the Gold-Catalyzed Hydrohydrazination of Terminal Alkynes at Room Temperature

2017 ◽  
Vol 36 (13) ◽  
pp. 2470-2475 ◽  
Author(s):  
Nicolas L. Rotta-Loria ◽  
Alicia J. Chisholm ◽  
Preston M. MacQueen ◽  
Robert McDonald ◽  
Michael J. Ferguson ◽  
...  
Keyword(s):  
Room Temperature ◽  
Terminal Alkynes

Nickel-Catalyzed Direct Alkylation of Terminal Alkynes at Room Temperature: A Hemilabile Pincer Ligand Enhances Catalytic Activity

ACS Catalysis ◽  
2015 ◽  
Vol 5 (2) ◽  
pp. 1164-1171 ◽  
Author(s):  
Pablo M. Pérez García ◽  
Peng Ren ◽  
Rosario Scopelliti ◽  
Xile Hu
Keyword(s):  
Catalytic Activity ◽  
Room Temperature ◽  
Terminal Alkynes ◽  
Pincer Ligand

Synthesis of Unsymmetrical 1,3-Diynes via Pd/Cu-Catalyzed Cross-Coupling of Terminal Alkynes at Room Temperature

2016 ◽  
Vol 34 (9) ◽  
pp. 895-900 ◽  
Author(s):  
Yashuai Liu ◽  
Ping Liu ◽  
Ningning Gu ◽  
Jianwei Xie ◽  
Yan Liu ◽  
...  
Keyword(s):  
Room Temperature ◽  
Cross Coupling ◽  
Terminal Alkynes

Novel Diastereoselective Synthesis of 1-Trimethylgermyl-1-alkenes by Hydrolysis of α-Trimethylgermylzirconacyclopentenes

2020 ◽  
Vol 5 (2) ◽  
pp. 161-163
Author(s):  
Narayan G. Bhat ◽  
Maria Villarreal
Keyword(s):  
Low Temperature ◽  
Spectral Data ◽  
Room Temperature ◽  
Nitrogen Atmosphere ◽  
Terminal Alkynes ◽  
Diastereoselective Synthesis ◽  
Butyl Lithium ◽  
Hydrolysis Of

1-Trimethyl-1-germylalkynes were synthesized by deprotonation of terminal alkynes with n-butyl lithium at low temperature followed by treatment with trimethylgermyl chloride under nitrogen atmosphere. The reagent system Cp2ZrCl2/2EtMgBr converts 1-trimethylgermyl-1-alkynes into α- trimethylgermylzirconacyclopentenes at -78 ºC for 1 h followed by stirring at room temperature overnight. These novel intermediates are hydrolyzed at 0 ºC for an hour to provide the corresponding (Z)-1-trimethylgermyl-1-alkenes in good yields (74-85%) and in high stereochemical purities (> 98%) as evidenced by 13C spectral data.

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