73177-37-4Relevant articles and documents
A novel α-arylation of ketones, aldehydes, and esters via a photoinduced SN1 reaction through 4-aminophenyl cations
Fraboni, Andrea,Fagnoni, Maurizio,Albini, Angelo
, p. 4886 - 4893 (2007/10/03)
4-Aminophenyl cations (expediently generated by photolysis of 4-chloroaniline and its N,N-dimethyl derivative by photolysis in MeCN) added to enamines and gave the corresponding α-(4-aminophenyl) ketones in satisfactory yields. The yields of the same ketones were increased when silyl enol ethers were used in the place of enamines. The α-arylation of silyl enol ethers of aldehydes occurred with lower yields and only with the N,N-dimethyl derivative. The procedure was successful with ketene silyl acetals giving in a single step a good yield of α-(4-aminophenyl)propionic(acetic) esters, known intermediates for the preparation of analgesic compounds. The reaction of the aryl cation with Danishefsky's diene gave the arylated β-methoxy enone. The method is complementary to the recently developed palladium-catalyzed α-arylation and occurs under neutral conditions.
A NEW PALLADIUM CATALYZED AROMATIC ACETONYLATION BY ACETONYLTRIBUTYLTIN
Kosugi, Masanori,Suzuki, Mikio,Hagiwara, Isao,Goto, Katsuhisa,Saitoh, Kyoko,et al.
, p. 939 - 940 (2007/10/02)
The reaction of acetonyltributyltin, prepared from tributyltin methoxide and isopropenyl acetate in situ, with aryl bromide in the presence of a catalytic amount of PdCl2(o-tolyl3P)2 was found to give arylacetones in good yields.
Indole Synthesis via SRN1 Reactions
Bard, Raymond R.,Bunnett, Joseph F.
, p. 1546 - 1547 (2007/10/02)
o-Haloanilines react with ketone enolate ions in ammonia under irradiation to form indoles in good yields.
