A CONVENIENT PREPARATION OF Z-STYRYL, Z,Z- AND E,Z-DISTYRYL SULFIDES IN LIQUID AMMONIA

DOI: 10.1246/cl.1983.1351

Source and publish data:

Chemistry Letters p. 1351 - 1354 (1983)

Update date:2022-08-02

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Authors:

Takikawa, Yuji

Shimada, Kazuaki

Matsumoto, Hisaya

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Article abstract of DOI:10.1246/cl.1983.1351

Nucleophilic attack of thiols on phenylacetylene (1) in liquid ammonia at room temperature gave the corresponding Z-isomer of styryl sulfides in high yield stereoselectively.Reaction of 1 with Na2S also proceeded selectively to give Z,Z-distyryl sulfide (12).On the other hand, reaction with NaSH gave 12 besides E,Z-isomer as a minor product.

Full text of DOI:10.1246/cl.1983.1351

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