106582-25-6

Upstream product

• 2930-37-2 2,4,6-triphenylthiopyrylium perchlorate 
• 67-64-1 acetone 
• 87691-75-6 2-Dimethylamino-2,4,6-triphenyl-2H-thiopyran 

Downstream Products

• 109328-06-5 1t-phenyl-3-(5'-phenyl-m-terphenylyl-(2'))-propen-⁽¹⁾-one-⁽³⁾ 
• 109328-05-4 2-Acetonyl-2,4,6-triphenyl-2H-thiopyran-S,S-dioxid 
• 2930-37-2 2,4,6-triphenylthiopyrylium perchlorate 
• 612-71-5 1,3,5-triphenylbenzene 
• 35237-08-2 2,4,6-triphenylacetophenone 

Relevant academic research and scientific papers

Pyrylium Compounds. 34. 2-Acetonyl-2H-thiopyrans from 2,4,6-Triarylthiopyrylium Salts

2,4,6-Triarylthiopyrylium salts 4 react with acetone in the presence of amine salts of weak acids (e.g. piperidine acetate) to give the hithero unknown 2-acetonyl-2H-thiopyrans 5, the structure of which was established by spectroscopic methods.Depending on the nature of the amine salts used, the enamine 6 or the enol 7 of acetone may function as attacking nucleophile.Using the 2,4,6-triphenyl derivative 5a as model compound, some typical reactions of 2-acetonyl-2H-thiopyrans were studied.With 2,4-dinitrophenylhydrazine, semicarbazide and thiosemicarbazide, the carbonyl derivatives 10a-c are formed.Hydrogen peroxide in acetic acid affords the S,S-dioxide 11.Methanolic sodium methoxide or sodium hydroxide in aqueous ethanol give rise to a ring transformation yielding 1,3,5-triphenylbenzene (12) and 2,4,6-triphenylacetophenone (13).Under similar conditions, benzaldehyde reacts with 5a to give 2',4',6'-triphenylchalcone (14).Perchloric acid regenerates from 5a the initial thiopyrylium perchlorate 4a.