7593-13-7

Upstream product

• 84230-66-0 6′-benzoyl-1′,6′-dihydro[1,1′:3′,1′′-terphenyl]-5′(2′H)-one 
• 118428-73-2 2-hydroxy-4,6-diphenyl-thiobenzophenone 
• 116941-57-2 1-acetoxy-2-benzoyl-3,5-diphenylbenzene 
• 1484-88-4 2,4,6-triphenylpyrilium perchlorate 
• 2930-37-2 2,4,6-triphenylthiopyrylium perchlorate 
• 94-41-7 benzalacetophenone 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 93-91-4 1-phenylbutan-1,3-dione 

Relevant academic research and scientific papers

Microwave-assisted, tetrabutylammonium hydroxide catalysed 1,4-addition of water to α,β-unsaturated ketones and α,β-ynones in aqueous solution

Microwave-assisted, tetrabutylammonium hydroxide catalysed 1,4-addition reactions of water to α,β-unsaturated ketones and α,β-ynones take place efficiently in water. Reactions of the resulting β-hydroxy ketones lead to the formation of either C-C bond cleavage or annulation products. This journal is

Pyrylium Compounds. 38. About the Ring Transformation of 2,4,6-Triarylthiopyrylium Salts by Acetic Acid Anhydride to Arylbenzenes and Thiobenzophenones

2,4,6-Triarylthiopyrylium salts 5 react in the presence of an appropriate condensing agent (sodium acetate, carbonate, methoxide, tert-butoxide or potassium acetate) with acetic acid anhydride to yield arylbenzenes 3 and thiobenzophenones 6.This ring transformation represents the first example of the conversion of the =S(+)- moiety into the thiocarbonyl group >C=S.Under the same conditions 3,5-dimethyl-2,4,6-triphenylthiopyrylium perchlorate (13) forms via -sigmatropic rearrangement the thiobenzophenone 15.The structure of the new compounds 6 was proved by spectroscopic methods as well as by degradation reactions.Thus, hydrogen peroxide converts 6a to the known benzophenone 4.Alkaline saponification gives the 2-hydroxy-benzophenone 8, whereas heating with hydrochloric acid causes a selective cleavage of the acetoxy group to the 2-hydroxy-thiobenzophenone 7.

Pyrylium Compounds. 37. Arylbenzenes from 2,4,6-Triarylpyrylium Salts and Carboxylic Acid Anhydrides

Refluxing 2,4,6-triarylpyrylium salts 1 with excess carboxylic acid anhydrides (RCH2CO)2O (2a : R = H, 2b : R = Me) in the presence of condensing agents like sodium or potassium acetate, sodium carbonate or methoxide, triethylamine or pyridine results in 1,3,5-triarylbenzenes 3 (R = H, Me).Under similar conditions, phenylacetic acid anhydride (2c), generated in situ from sodium phenylacetate and excess 2a or 2b, yields 1,2,3,5-tetraarylbenzenes 3 (R = Ph).Thus, the reaction 1 + 2 --> 3 represents a new and simple method for replacing the pyrylium heteroatom =O(1)- by the =CR- moiety (R = H, Me, Ph).The structure of the arylbenzenes 3 was proved by spectroscopic methods, by comparison with literature data or by independent synthesis.As by-products 2-acyloxy-benzophenones 10 are formed.Reaction of 3,5-dimethyl-2,4,6-triphenylpyrylium perchlorate (11) with acetic acid anhydride/sodium acetate (or sodium phenylacetate) takes another course leading to 2-acetoxy-3,5-dimethyl-4,6-diphenyl-benzophenone (15), whereas treatment of 11 with propionic acid anhydride/sodium acetate follows the reaction scheme 1 + 2 --> 3 giving 1,3,5-trimethyl-2,4,6-triphenylbenzene (16).The mechanisms of the different pyrylium ring transformations are discussed.