56790-57-9Relevant academic research and scientific papers
A Radical Addition/Cyclization and Se-Group Transfer Strategy for the Facile Synthesis of Se-Containing Cyclopentenes under Metal-Free and Peroxide-Free Conditions
Wang, Dian-Liang,Jiang, Nan-Quan,Cai, Zhong-Jian,Ji, Shun-Jun
supporting information, p. 17765 - 17768 (2021/10/25)
A novel intermolecular radical addition/cyclization and Se-group transfer reaction of terminal alkynes and unsaturated alkyl selenide is presented which offers a straightforward and facile approach for the synthesis of valuable Se-containing cyclopentenes
COMPARATIVE REACTIVITIES OF SELENOSULFATES AND SELENENYLTHIOSULFATES WITH THIOLS
Patarasakulchai, Nuansri,Southwell-Keely, Peter T.
, p. 277 - 282 (2007/10/02)
Nitroaryl selenosulfates (1) and selenenylthiosulfates (2) reacted instantaneously with a thiol, N-succinylcysteamine, in water at pH 4.6 to give an insoluble selenenyl sulfide and diselenide.The selenenyl sulfide was the major product from the 2-nitro compounds whereas the diselenide was the major (almost exclusive) product from the 4-nitro compounds.However when the 4-nitro compounds reacted with N-succinylcysteamine in dimethylformamide the selenenyl sulfide was the major and the diselenide the minor product indicating the formation of selenenyl sulfide preceded that of diselenide.Also in the dimethylformamide reactions a short-lived, light-sensitive, purple intermediate was formed which was identified as 4-nitroselenophenol.It was impossible to compare reactivities of selenosulfates and selenenylthiosulfates in water since all reacted immediately to form insoluble products.However, when formation of the purple complex of 4-nitroselenophenol in dimethylformamide was used as an indicator, Se-(4-nitrophenyl) selenenylthiosulfate reacted significantly faster with N-succinylcysteamine than did Se-(4-nitrophenyl) selenosulfate thus correlating with previously observed rates of inactivation of the enzyme papain by these compounds.
