S. Scheibye, R. Shabana, S. Lawesson
1982
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Influential Citations
111
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Journal
Tetrahedron
Abstract
Abstract Cyclohexanone and cyclopentanone react with 2,4 - bis - 4 - methoxyphenyl) - 1,3,2,4 - dithiadiphosphetane 2,4-disulfide (lawesson Reagent ( LR ) at 80° with formation of new spiro - 1,3,5,2 - trithiaphosphorines 1 and 2 , respectively. 2-Methyl and 2-phenylcyclohexanone also react with LR at 80° producing the enethiols 3 and 4 , which on storage are transformed into the sulfides 5 and 6 . Unsaturated cyclohexanones 7–9 are transformed into the corresponding thioketones 10–12 after reactions with LR at 60° for a few hours. 2-Hydroxyketones react with LR with formation of 1,3,2-oxathiaphospholes and similarly a 2-aminoketone gave a 1,3,2-thiazaphosphole. Aromatic ketones, reacted with LR to give corresponding thioketones. Thiofluorenone dimerized to form the cyclic disulfide 31 , as proved by X-ray analyses.