Palladium-Catalyzed Synthesis of Aryl Vinyl Sulfides via 1,3-Oxathiolanes As Vinyl Sulfide Surrogates

2016 ◽  
Vol 18 (24) ◽  
pp. 6360-6363 ◽  
Author(s):  
Jason R. Schmink ◽  
Summer A. Baker Dockrey ◽  
Tianyi Zhang ◽  
Naomi Chebet ◽  
Alexis van Venrooy ◽  
...  
Keyword(s):  
Vinyl Sulfide ◽  
Vinyl Sulfides ◽  
Palladium Catalyzed

Vinyl sulfide hydrolysis

1977 ◽  
Vol 55 (3) ◽  
pp. 548-551 ◽  
Author(s):  
Robert A. McClelland
Keyword(s):  
Double Bond ◽  
Proton Transfer ◽  
Acid Solutions ◽  
Vinyl Ethers ◽  
Vinyl Sulfide ◽  
Carbonium Ion ◽  
Carbon Double Bond ◽  
Carbonium Ions ◽  
Vinyl Sulfides ◽  
Hydrolysis Of

The hydrolysis of vinyl sulfides in acid solutions is shown to proceed via a mechanism analogous to that of vinyl ethers, with slow proton transfer to the carbon–carbon double bond to produce a sulfur stabilized carbonium ion. Relative rates of hydrolysis of compounds RXCH=CH2 are CH3S—, 41; CH3O—, 1500; C6H5S—, 1; and C6H5O—, 10.5. This order is compared with that of other systems which produce similar stabilized carbonium ions.

NHC ligand-powered palladium-catalyzed carbonylative C–S bond cleavage of vinyl sulfides: efficient access to tert-butyl arylacrylates

2020 ◽  
Vol 18 (48) ◽  
pp. 9796-9799
Author(s):  
Jian-Xing Xu ◽  
Fengqian Zhao ◽  
Xiao-Feng Wu
Keyword(s):  
Bond Activation ◽  
Bond Cleavage ◽  
Tert Butyl ◽  
Efficient Access ◽  
Vinyl Sulfides ◽  
Palladium Catalyzed

A palladium-catalyzed carbonylative C–S bond activation of divinyl sulfides to synthesize various tert-(E)-butyl arylacrylates under 1 bar of CO has been developed. A series of tert-(E)-butyl acrylates were obtained in moderate to good yields.

scholarly journals Sodium iodide-mediated synthesis of vinyl sulfides and vinyl sulfones with solvent-controlled chemical selectivity

RSC Advances ◽  
2021 ◽  
Vol 11 (56) ◽  
pp. 35156-35160
Author(s):  
Congrong Liu ◽  
Jin Xu ◽  
Gongde Wu
Keyword(s):  
Sodium Iodide ◽  
Coupling Reaction ◽  
Vinyl Sulfone ◽  
Vinyl Sulfide ◽  
Vinyl Sulfides ◽  
Chemical Selectivity

Solvent-controlled selectivity of the elimination/coupling reaction was realized for divergent synthesis of vinyl sulfides and vinyl sulfones. The described protocol is more convenient for the preparation of vinyl sulfide and vinyl sulfone related skeletons.

Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides

2020 ◽  
Vol 7 (19) ◽  
pp. 2938-2943
Author(s):  
Yeojin Kim ◽  
Kwang Ho Song ◽  
Sunwoo Lee
Keyword(s):  
Aryl Iodide ◽  
Aryl Iodides ◽  
Palladium Catalyzed

Aryl sulfonyl hydrazide reacted with aryl iodide in the presence of CO to give the corresponding S-aryl thioesters.

Palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides: convenient access to thioesters

2020 ◽  
Vol 7 (6) ◽  
pp. 885-889 ◽  
Author(s):  
Xinxin Qi ◽  
Zhi-Peng Bao ◽  
Xiao-Feng Wu
Keyword(s):  
Sulfonyl Chlorides ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Convenient Access

A palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides to thioesters has been studied.

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