Methyl 2-methylbenzyl sulfide

Rearrangements of Sommelet type have been described for sulfonium salts by Hauser, Cantor, and Brasen.105 For example, sodamide converts S,S-dimethylbenzylsulfonium bromide in boiling ether into methyl 2-methylbenzyl sulfide ... 

More recently, 4-methylbenzyl 25 and 4-methoxybenzyl (Mob) protection17 was proposed for the selenol group. The 4-methylbenzyl group is introduced by reacting selenocysteine with a-bromo-p-xylene following essentially the procedure for the preparation of the related cysteine derivative. 25 This type of protection is applied in combination with the Boc/Bzl strategy and its removal is achieved by HF treatment in the presence of 15% anisole and 2.5% ethyl methyl sulfide at 0°C in one hour. Unfortunately, experimental details were not reported by Oikawa et al. 25 ... 

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