Oxidative Cleavage of Alkenes Using an In Situ Generated Iodonium Ion with Oxone as a Terminal Oxidant

2010 ◽  
Vol 12 (24) ◽  
pp. 5640-5643 ◽  
Author(s):  
Prem P. Thottumkara ◽  
Thottumkara K. Vinod
Keyword(s):  
Oxidative Cleavage

Oxidative cleavage of aryl oxazolines using methyl(trifluoromethyl)dioxirane generated in situ

1997 ◽  
Vol 38 (40) ◽  
pp. 7083-7086 ◽  
Author(s):  
Dan Yang ◽  
Yiu-Chung Yip ◽  
Xue-Chao Wang
Keyword(s):  
Oxidative Cleavage

Oxidative Cleavage of Olefins by In Situ-Generated Catalytic 3,4,5,6-Tetramethyl-2-iodoxybenzoic Acid/Oxone

2014 ◽  
Vol 79 (23) ◽  
pp. 11431-11439 ◽  
Author(s):  
Jarugu Narasimha Moorthy ◽  
Keshaba Nanda Parida
Keyword(s):  
Oxidative Cleavage

Oxidative cleavage of unsaturated 1,2-diols using chiral lead-tetracarboxylates obtained by in situ metathesis

2001 ◽  
Vol 42 (1) ◽  
pp. 21-24 ◽  
Author(s):  
José Ignacio Candela Lena ◽  
Özge Sesenoglu ◽  
Nicolas Birlirakis ◽  
Siméon Arseniyadis
Keyword(s):  
Oxidative Cleavage

scholarly journals Synthesis of 3,4-Bis(Butylselanyl)Selenophenes and 4-Alkoxyselenophenes Promoted by Oxone®

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2378
Author(s):  
Paola S. Hellwig ◽  
Jonatan S. Guedes ◽  
Angelita M. Barcellos ◽  
Gelson Perin ◽  
Eder J. Lenardão
Keyword(s):  
Transition Metal ◽  
Oxidative Cleavage ◽  
Aliphatic Alcohols ◽  
Electrophilic Cyclization ◽  
Metal Free ◽  
Selective Formation

We describe herein an alternative transition-metal-free procedure to access 3,4-bis(butylselanyl)selenophenes and the so far unprecedented 3-(butylselanyl)-4-alkoxyselenophenes. The protocol involves the 5-endo-dig electrophilic cyclization of 1,3-diynes promoted by electrophilic organoselenium species, generated in situ through the oxidative cleavage of the Se-Se bond of dibutyl diselenide using Oxone® as a green oxidant. The selective formation of the title products was achieved by controlling the solvent identity and the amount of dibutyl diselenide. By using 4.0 equiv of dibutyl diselenide and acetonitrile as solvent at 80 °C, four examples of 3,4-bis(butylselanyl)selenophenes were obtained in moderate to good yields (40–78%). When 3.0 equiv of dibutyl diselenide were used, in the presence of aliphatic alcohols as solvent/nucleophiles under reflux, 10 3-(butylselanyl)-4-alkoxyselenophenes were selectively obtained in low to good yields (15–80%).

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