Oxidant-free thiocyanation of phenols and carbonyl compounds under solvent-free conditions by AlCl₃/NH₄SCN

An environmentally benign way to synthesize 2-thiocyano-1,3-dicarbonyl compounds with high antifungal activity: a key role of solvent

“…8,33 Nowadays, oxidative thiocyanation has emerged as a thriving field since it does not require pre-functionalization. Thus, direct thiocyanation of ketones was performed using various chemical oxidants (Scheme 1, a): Selectfluor™, 34 bromodimethyl sulfonium bromide, 35 pyridinium hydrobromide perbromide, 36 I 2 O 5 , 37 iodine/MeOH, 38 hypervalent iodine( iii ) sulfonate, 39 [hydroxy(tosyloxy)iodo] benzene, 40 (dichloroiodo)benzene, 41 CAN, 42 oxone, 43 H 2 O 2 /graphene oxide, 44 K 2 S 2 O 8 /Cu( ii ), 45 CuBr 2 /Al 2 O 3 , 33 anhydrous AlCl 3 , 46 anhydrous iron( iii ) chloride, 47 and N -bromosuccinimide. 48 α-Thiocyano ketones were also obtained from acrylic acids.…”

N-Thiocyanatosaccharin: A “Sweet” Electrophilic Thiocyanation Reagent and the Synthetic Applications

“…In 2014, Petrosyan reported the heteroarene thiocyanation through electrolysis . In 2015, Samareh and Kobra demonstrated the oxidant-free thiocyanation by AlCl 3 /NH 4 SCN . In 2015, Waser released the method of synthesizing thiocyanates from thiols (Scheme , entry 4) .…”