7474-18-2Relevant articles and documents
Silver-Catalyzed Decarboxylative Radical Addition/Cyclization of Oxamic Acids with Alkenes towards Quinolin-2-ones
Jin, Chengan,He, Jing-Yao,Bai, Qi-Fan,Feng, Gaofeng
, p. 1517 - 1522 (2020/08/10)
An efficient silver-catalyzed tandem decarboxylative radical addition/cyclization of oxamic acids with alkenes has been developed. This method provides a novel and straightforward protocol toward a variety of 4-aryl-3,4-dihydroquinolin-2(1 H)-ones, 4-(α-c
Tandem superelectrophilic hydroarylation of CC bond and carbonyl reduction in cinnamides: Synthetic rout to 3,3-diarylpropylamines, valuable pharmaceuticals
Zakusilo, Dmitry N.,Ryabukhin, Dmitry S.,Boyarskaya, Irina A.,Yuzikhin, Oleg S.,Vasilyev, Aleksander V.
, p. 102 - 108 (2015/02/02)
Cinnamides ArCHCHCONRR′ in reactions with arenes Ar′H under the action of Bronsted (TfOH, FSO3H) or Lewis (AlBr3) superacids at rt for 1-2 h give CC bond hydroarylation products ArAr′CHCH2CONRR′ in yields of 63-98%. Reduction (LiAlH4/Et2O) of carbonyl group in the latter results in the formation of 3,3-diarylpropylamines ArAr′CHCH2CH2NRR′, valuable drugs. The reaction intermediates, superelectrophilic dications ArC+H-CH2C(OH+)NRR′, have been characterized by DFT calculations in terms of global electrophilicity index, natural charges, and atomic orbitals contributions.
Conjugate addition of RMgX-3MeLi to α,β-unsaturated amides and α,β-unsaturated carboxylic acids
Kikuchi, Mikiko,Niikura, Satomi,Chiba, Nao,Terauchi, Nahoko,Asaoka, Mono
, p. 736 - 737 (2008/02/09)
In the presence of 3 equivalents of MeLi, various Grignard reagents reacted with secondary α,β-unsaturated amides and α,β-unsaturated carboxylic acids to give the corresponding Michael adducts in good yields. Copyright
