Thiolic acid esters mercaptans

Mercaptans from ethylene derivatives via thiolic acid esters... 

Mercaptans from tosylates via thiolic acid esters OTs-> SH... 

Dithiocarboxylic acid esters. 1.5-2 moles of phosgene passed at 25-30° into a soln. of propionic acid piperidide in toluene, and the product isolated after 4-5 hrs. propionic acid piperidide chloride (Y 90-95%) suspended in abs. ether, treated at 0° with ethyl mercaptan, the ether removed, the residue treated with dimethylformamide and pyridine, HgS introduced 4 hrs. at 0°, and allowed to stand several hrs. at room temp. ethyl dithiopropionate (Y 86%). F. e., also thionocarboxylic acid esters by initial treatment with alcohol, isolation of thiolic acid esters, and f. reactions, also ring closures to hetero-cyclics, s. H. Eilingsfeld, M. Seefelder, and H. Weidinger, B. 96, 2671 (1963). 

Via intermediates Thiolic acid esters from thiocyanates via mercaptans with transacylation... 

Mercaptans from thiolic acid esters Prevention of 3-elimination... 

Nucleophilic substitution, e.g. the preparation of thiocyanates from lipophilic alcohols, can be facilitated by substrate hydrophilation via ammonioethanesulfonic acid esters (betylates)i . Mercaptans can be easily prepared from alcohols with inversion of configuration via thiolic esters prepared with thioacetic acid in the presence of 2-fluoro-pyridinium salts . C-Sulfenylation of / -dicarbonyl compounds with mercaptans by air oxidation in the presence of tetraethylammonium fluoride has been reported . Activated thiolic and selenolic esters can be prepared at room temperature from carboxylic acids and aryl thiocyanates or selenocyanates in the presence of tri-n-butylphosphine i. Phenylselenolactones have been obtained under very mild conditions from unsaturated acids and benzeneselenyl chloride. ... 

---