Science of Synthesis

Rakitin, O. A., Science of Synthesis, (2007) 31, 953.

An important synthetic approach to arenethiols is from the corresponding phenols. This reaction cannot be realized directly, but there are a number of multistep procedures. The most widely used of these methods is the Newman–Kwart rearrangement, which consists of the successive preparation of the O-aryl thiocarbamate, the S-aryl thiocarbamate, and the arenethiol, as exemplified by the preparation of arenethiol ‌13‌ from phenol ‌10‌ via thiocarbamates ‌11‌ and ‌12‌ (‌Scheme 7‌).[‌35‌,‌36‌] Although this route appears lengthy, it seems to be reliable, and the yields are good in each step.

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References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 8, 888.
• 8.Meeeee-Meee, (8888) M 88-8, 88.
• 8.Meeeee-Meee, (8888) M 88-8, 88.