5285-91-6Relevant academic research and scientific papers
Synthesis of perfluoroalkyl thioethers from aromatic thiocyanates by iron-catalysed decarboxylative perfluoroalkylation
Exner, Benjamin,Bayarmagnai, Bilguun,Matheis, Christian,Goossen, Lukas J.
, p. 89 - 93 (2017)
Easily available aryl and heteroaryl thiocyanates were converted into the corresponding perfluoroalkyl thioethers via decarboxylation of potassium perfluoroalkylcarboxylates, catalysed by the inexpensive and environmentally benign iron(III) chloride.
General and practical formation of thiocyanates from thiols
Frei, Reto,Courant, Thibaut,Wodrich, Matthew D.,Waser, Jerome
supporting information, p. 2662 - 2668 (2015/02/05)
A new method for the cyanation of thiols and disulfides using cyanobenziodoxol(on)e hypervalent iodine reagents is described. Both aliphatic and aromatic thiocyanates can be accessed in good yields in a few minutes at room temperature starting from a broad range of thiols with high chemioselectivity. The complete conversion of disulfides to thiocyanates was also possible. Preliminary computational studies indicated a low energy concerted transition state for the cyanation of the thiolate anion or radical. The developed thiocyanate synthesis has broad potential for various applications in synthetic chemistry, chemical biology and materials science.
SYNTHESIS OF ARYL THIOCYANATES FROM ARYL ALKYL SULPHIDES. CONVERSION OF UNACTIVATED ARYL HALIDES INTO ARYL THIOCYANATES
Testaferri, L.,Tingoli, M.,Tiecco, M.,Chianelli, D.,Montanucci, M.
, p. 263 - 268 (2007/10/02)
Aryl alkyl sulphides, easily obtained from aryl halides, can be selectively dealkylated in HMPA by treatment with sodium, sodium methanethiolate or sodium methoxide.The resulting solutions, containing the sodium arenethiolates, when treated with BrCN or ICN, afford the corresponding aryl thiocyanates in moderate to good yields.A by-product is obtained in several cases to whom the structure of ArSP(O)(NMe2)2 has been attributed.
