The method is illustrated by one synthesis of thioglycolic acid: ClCH 2 CO 2 H + Na 2 S 2 O 3 Na[O 3 S 2 CH 2 CO 2 H] + NaCl Na[O 3 S 2 CH 2 CO 2 H] + H 2 O HSCH 2 CO 2 H + NaHSO 4 Organolithium compounds and Grignard reagents react with sulfur to give the thiolates, which are readily hydrolyzed: [27] RLi + S RSLi RSLi + HCl RSH + LiCl Phenols can be converted to the thiophenols via rearrangement of their O -aryl dialkylthiocarbamates
[DOI] [PMC free article] [PubMed] 512.Hu PS, et al
W.ZhouJ.LehmannC.JiaoG.RupasingheH
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Ruvolo P, Wang RY, Ruvolo V, Zeng Z, Qui YH, Pierce SA, McQueen T, Kornblau SM, Andreeff M