Gold(I)-Mediated Hydrothiolation of Conjugated Olefins

Abstract

Thiol additions to conjugated olefins were catalyzed by Ph₃PAuBF₄ with excellent yields at room temperature. A variety of functionalized thiols, with both electron-donating and electron-withdrawing substituents, are compatible with this system. Hydrothiolations of 1,3-cyclohexadiene were also achieved in similar yields at 50 °C.

gold - homogeneous catalysis - hydrothiolation - conjugated olefin

References and Notes

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Indene was chosen because the two benzylic protons at C1 are enantiotopic with respect to added deuterium.