- Temperature-Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides
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An efficient chemoselective protocol has been developed for the synthesis of thiosulfonates and thiocyanates by employing cost effective and commercially available organosulfonyl chlorides with potassium thio-/selenocyanate. The strategy offered the thiosulfonates and thiocyanates selectively by tuning the equivalents of KSeCN and optimizing the reaction temperature. On the other hand, thiosulfonates were obtained as sole products when organosulfonyl chlorides were treated with KSCN. Furthermore, the syntheses of diarylthioethers and aryl(heteroaryl) thioethers were carried out as a part of synthetic application of newly prepared arylthiocyanates.
- Kalaramna, Pratibha,Goswami, Avijit
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supporting information
p. 5359 - 5366
(2021/10/25)
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- SYNTHESIS OF ARYL THIOCYANATES FROM ARYL ALKYL SULPHIDES. CONVERSION OF UNACTIVATED ARYL HALIDES INTO ARYL THIOCYANATES
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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.
- Testaferri, L.,Tingoli, M.,Tiecco, M.,Chianelli, D.,Montanucci, M.
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p. 263 - 268
(2007/10/02)
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