A Practical Synthesis of Thiopyrylium Tetrafluoroborate from Ethyl Vinyl Sulfide

H Poleschner, K Seppelt

Index: Poleschner, Helmut; Seppelt, Konrad European Journal of Organic Chemistry, 2001 , # 13 p. 2477 - 2480

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Citation Number: 3

Abstract

Abstract A new, efficient synthesis of thiopyrylium tetrafluoroborate (C 5 H 5 S+ BF 4−) is described. It is based on the three-step sequence ethyl vinyl sulfide [RIGHTWARDS ARROW] propargyl vinyl sulfide [RIGHTWARDS ARROW] 2H-thiopyran [RIGHTWARDS ARROW] C 5 H 5 S+ BF 4− in an overall yield of 54%. Preparations of C 5 H 5 S+ BPh 4−, C 5 H 5 S+ I−, and C 5 H 5 S+ CF 3 SO 3−(TfO−) are also described. The latter is the subject ...