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8309008 
Journal Article 
Potassium thiocyanate (KSCN): A versatile reagent 
Sayyahi, S 
2009 
1 
Synlett
ISSN: 0936-5214
EISSN: 1437-2096 
GEORG THIEME VERLAG KG 
STUTTGART 
12 
2035-2036 
English 
WOS:000269337500031 
(A) Das et al.8 reported an efficient and catalyst-free procedure for the synthesis of thiiranes from oxiranes by treatment with KSCN using PEG as a reaction medium at room temperature. (Chemical Equation Presented) (B) In the presence of a catalytic amount of LiClO4, oxiranes are converted into the corresponding thiiranes by potassium thiocyanate in nonaqueous condition.9 (Chemical Equation Presented) (C) Aoyama et al.10a introduced a supported reagent system, KSCN/SiO2 and BnNH3OAc/Al2O3, that has been employed in a one-pot synthesis of N-allylthioureas. Also, various α-halo ketones and allylic bromides were converted into 2-aminothiazoles and N-allylthioureas from commercially available materials in one pot by using the supported reagents.10b (Chemical Equation Presented) (D) Rao et al. 11 reported a mild and efficient method for the regioselective ring opening of aziridines with KSCN in the presence of β-CD as catalyst and water at room temperature with excellent yields ranging from 78 to 90%. (Chemical Equation Presented) (E) Recently, a practical synthesis of 1,3-disubstituted imidazole-2-thiones via a microwave-promoted reaction of imidazolium salts with potassium thiocyanate or potassium thioacetate under solvent-free conditions has been developed.12 (Chemical Equation Presented) (F) Ring-opening reactions of various N-tosylaziridines with KSCN proceeded in a silica-water reaction medium in good yield with complete regioselectivity. The system is applicable to a ring expansion of an aziridine with potassium thiocyanate leading to a thiazolidine derivative.13 (Chemical Equation Presented) (G) The microwave-assisted nucleophilic substitution of potassium thiocyanate with different halides or tosylates in water has been developed and proved very successful with the formation of alkylthiocyanates in good to excellent yields. Noteworthy, no significant rearrangement to isothiocyanates was observed.14 (Chemical Equation Presented) © Georg Thieme Verlag Stuttgart.