Research Article
In Quest of “Stereoselective Switch” for On-Water Hydrothiolation of Terminal Alkynes Using Different Additives and Green Synthesis of Vicinal Dithioethers
Table 1
Role of additives in the addition of PhSH to phenylacetylene under on-water conditions at room temperature producing selectively anti-Markovnikov adductsa.
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Reaction conditions: phenyl acetylene (0.5 mmol), PhSH (0.55 mmol), water (1 mL), 2 h. Additive [A] (2 mol %). E/Z ratio was determined by 1H NMR of the crude mixture. Yield of the mixture of stereoisomers after chromatographic purification varies in the range 80–90%. The reaction was continued for 10 h; all other reactions were carried out at room temperature unless otherwise mentioned. |