I'm trying to find information on the synthesis of thiols via Grignard reagents. While looking at the synthesis routes on Wikipedia, it said that a Grignard reagent will react with sulphur to form thiolates which will hydrolyse easily to the thiol; however, I'm struggling to find any references for this. Has anyone ever heard of this before or maybe tried it themselves?
I've done this with aromatic Grignards, but I have no reference and no database access any longer.
I think when I did it, I was relying on an older colleague's instructions. It was pretty much generate your Grignard from ArBr + Mg in THF, cool in ice bath, stir vigorously and add elemental sulfur. You may need to introduce a reductive step as you can generate polysulfides.
Grignards will also add to disulfides so you could react with dibenzyl disulfide then reduce off the benzyl group.
This reference is the nearest that Google has managed to find Can. J. Chem. 70 (1992) 30