115505-07-2Relevant academic research and scientific papers
One-pot preparation of arylethynyl sulfides and bis(arylethynyl) sulfides
Su, Qiong,Zhao, Zi-Jian,Xu, Feng,Lou, Peng-Cai,Zhang, Kai,Xie, De-Xun,Shi, Lei,Cai, Qing-Yun,Peng, Zhi-Hong,An, De-Lie
, p. 1551 - 1557 (2013/04/23)
An efficient preparation for arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished through a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, without the use of various terminal arylacetylenes as substrates. When lithium hexamethyldisilazane (LHMDS), ClP(O)(OEt)2, and LHMDS were sequentially added to a tetrahydrofuran solution of different substrates [arylethanonyl sulfides or bis(arylethanonyl) sulfides], 1 or 2 were obtained in moderate to good yields. The reaction procedure involves the formation of an enol phosphate and a subsequent base-induced elimination. An efficient preparation of arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished by a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, to give 1 and 2 in moderate to good yields. The reaction mechanism involves the formation of an enol phosphate that undergoes a subsequent base-induced elimination. Copyright
An efficient and odorless synthesis of thioethers using 2-[Bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents
Yu, Haifeng
experimental part, p. 367 - 371 (2012/04/23)
Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides 1 as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 1 commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and the workup. Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 2-[bis(alkylthio)methylene] -3-oxo-N-o-tolylbutanamides commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. Copyright
Selective transformation of α,α-dibromomethyl ketones into α-monosulfenylated ketones
Boeykens, Marc,De Kimpe, Norbert
, p. 12349 - 12360 (2007/10/02)
When α,α-dibromomethyl ketones are treated with sodium thiolates only the α-monosulfenylated ketones are formed. Evidence is put forward that the reaction mechanism proceeds by an initial nucleophilic substitution of one bromo atom and reduction by single electron transfer (SET) - hydrogen atom abstraction of the second bromo atom.
