A transition‐metal‐free approach to synthesize unsymmetrical disulfides is reported that relies on a K2CO3‐promoted one‐pot reaction of thiosulfonates, thiourea and alkyl halides under mild conditions. The protocol tolerates a wide range of substrates, leading to various types of unsymmetrical disulfides in moderate to excellent yields. More importantly, the late‐stage modification of natural products and drug molecules was also achieved.
A simple, green halide-catalyzed protocol for disulfuration of
indole derivatives with N-dithiophthalimides has
been developed. This C–H disulfide reaction proceeded smoothly
at room temperature with economical LiBr as catalyst, providing an
effective method for the synthesis of novel unsymmetrical disulfides.
A series of 3-dithioindole derivatives were obtained in high yields
with good functional group tolerance; moreover, the wide scope of
Harpp reagents (aryl, benzyl, primary, secondary, tertiary) confirmed
the practicability of this approach.
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