Facile Synthetic Method for the Preparation of Dithioacetals by the Double Conjugate Addition of Acetylenes Bearing Electron-Withdrawing Groups with Thiols

References and Notes

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• In order to detect zwitterionic intermediate (5), the mixture of 4a (75 mg, 0.36 mmol) and tri-n-butylphosphine (18 mg, 0.072 mmol) in THF (0.4 mL) was subjected to the 31P-NMR measurement. Peaks attributable to phosphoniums were detected at 28.9, 41.7, 46.6, 52.9 ppm, in the integral ratio of 1/1.8/84.0/2.5, respectively
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• Regardless to the position of the rate determining step, the exact kinetic expression should become too complicated to dissolve on basis of the proposed mechanism. However, these kinetics of the reactions was found to be approximated by an equation (-d[BnSH]/dt=k[1 or 4a][BnSH][n-Bu3P])
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