Pyridine hydrochloride-catalyzed thiolation of alkenes: divergent synthesis of allyl and vinyl sulfides

2020 ◽  
Vol 7 (21) ◽  
pp. 3474-3479
Author(s):  
Shiwen Liu ◽  
Lili Wang ◽  
Zhipeng Ma ◽  
Xiaojun Zeng ◽  
Bo Xu

Divergent synthesis of allyl and vinyl sulfides by a Py-HCl catalyzed tandem thiolation–elimination reaction between N-thiosuccinimides and alkenes.

1989 ◽  
Vol 54 (1) ◽  
pp. 225-228 ◽  
Author(s):  
Irena Červená ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jan Metyš ◽  
Martin Valchář ◽  
...  

Heating of 4-methoxydibenzo[b,e]thiepin-11(6H)-one with pyridine hydrochloride to 225 to 235 °C effected demethylation and gave IV. Its sodium salt reacted with 3-dimethylaminopropyl chloride in ethanol and afforded the 4-(3-dimethylaminopropoxy) compound II. The isomeric ether III was prepared via the 4-(4-bromobutoxy) compound V. Hydrochloride of II (VÚFB-17 033) inhibited mildly the binding of [3H]desipramine in rat hypothalamus, had antireserpine activity in rats, mild anticonvulsant effect, and antihypoxic effect in the test of nitrogen anoxia in mice.


1973 ◽  
Vol 248 (6) ◽  
pp. 1946-1955 ◽  
Author(s):  
Christopher T. Walsh ◽  
Elizabeth Krodel ◽  
Vincent Massey ◽  
Robert H. Abeles

2021 ◽  
Vol 22 (14) ◽  
pp. 7637
Author(s):  
Liliya T. Sahharova ◽  
Evgeniy G. Gordeev ◽  
Dmitry B. Eremin ◽  
Valentine P. Ananikov

The processes involving the capture of free radicals were explored by performing DFT molecular dynamics simulations and modeling of reaction energy profiles. We describe the idea of a radical recognition assay, where not only the presence of a radical but also the nature/reactivity of a radical may be assessed. The idea is to utilize a set of radical-sensitive molecules as tunable sensors, followed by insight into the studied radical species based on the observed reactivity/selectivity. We utilize this approach for selective recognition of common radicals—alkyl, phenyl, and iodine. By matching quantum chemical calculations with experimental data, we show that components of a system react differently with the studied radicals. Possible radical generation processes were studied involving model reactions under UV light and metal-catalyzed conditions.


1969 ◽  
Vol 22 (7) ◽  
pp. 1405 ◽  
Author(s):  
JJ Brophy ◽  
MJ Gallagher

Cyclic and acyclic bis-phosphonium salts with a two-carbon bridge are smoothly cleaved to phosphines in high yield by potassium cyanide in dimethyl sulphoxide. Evidence is presented that the reaction proceeds by an elimination-addition sequence. An elimination reaction also occurs when sodium methoxide, sodium azide, sodium acetate, and triethylamine react with ethane-1,2-bis(tri-phenylphosphonium) dibromide. ��� In a novel reaction, triphenylphosphine is converted into its oxide by a mixture of sodium azide and dimethyl sulphoxide.


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