19942-78-0Relevant articles and documents
Triphenylselenonium Salts as Effective Phase-Transfer Catalysts
Kondo, Shuji,Shibata, Akihiro,Kunisada, Hideo,Yuki, Yasuo
, p. 2555 - 2556 (1992)
Triphenylselenonium salts work as highly efficient phase-transfer catalysts for nucleophilic substitution reaction of octyl bromide and addition reaction of dichlorocarbene to olefins.
COMPARISON OF UNSTIRRED, SONICATED AND STIRRED MIXTURES ON THE TWO-PHASE DISPLACEMENT OF HALIDE BY THIOCYANATE ION
Reeves, W. Preston,McClusky, John V.
, p. 1585 - 1588 (1983)
The two-phase catalytic reaction of alkyl halides with aqueous thiocyanate ion has been found to proceed readily in stirred, unstirred, and sonicated solutions.
Straightforward Access to Thiocyanates via Dealkylative Cyanation of Sulfoxides
Todorovi?, Uro?,Klose, Immo,Maulide, Nuno
supporting information, p. 2510 - 2513 (2021/04/13)
Thiocyanates, versatile building blocks in organic synthesis, are shown to be easily accessible via an interrupted Pummerer reaction of sulfoxides. This facile dealkylative functionalization proceeds under mild conditions through electrophilic activation of the sulfoxide partner. The resulting thiocyanate itself can serve as a handle for diversification in a straightforward one-pot procedure.
Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates
Zhang, Guofu,Xuan, Lidi,Zhao, Yiyong,Ding, Chengrong
supporting information, p. 1413 - 1417 (2020/10/02)
A novel SO 2F 2-promoted thiocyanation method for the one-step synthesis of thiocyanates through C-O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative yields with broad functional-group compatibility.
A simple, one-pot and phosphine-free procedure for thiocyanation of alcohols Using N-(p-toluenesulfonyl) imidazole (TsIm)
Rad, Mohammad Navid Soltani
, p. 583 - 587 (2016/10/18)
An efficient, one-pot, phosphine-free thiocyanation of alcohols has been achieved utilising potassium thiocyanate and N-(p-toluenesulfonyl) imidazole (TsIm) as a coupling agent in the presence of triethylamine in anhydrous DMF at 70 °C. This method converts primary alcohols into the corresponding thiocyanates, without isomerisation to isothiocyanates, in good to excellent yields. A total of 17 thiocyananates were prepared, five of which are novel. Using one equivalent of KSCN, the method shows good selectivity in the thiocyanation of a primary alcohol in the presence of a secondary alcohol.