244195-86-6Relevant articles and documents
2,5-Dialkylfurans and nitroalkanes as source of 2,3,5-trialkylpyrroles
Ballini, Roberto,Barboni, Luciano,Bosica, Giovanna,Petrini, Marino
, p. 391 - 393 (2007/10/03)
The synthesis of 2,3,5-trialkylpyrroles can be easily achieved by conjugate addition of nitroalkanes to 2-alken-1,4-dione (prepared by oxidative cleavage of 2,5-dialkylfuran) in acetonitrile with DBU as base, followed by chemoselective hydrogenation (10% Pd/C as catalyst) of the C-C double bond of the enones obtained by the elimination of nitrous acid from the Michael adduct. The Paal-Knorr reaction, performed on a bed of basic alumina and in the absence of a solvent, completes the formation of the title compounds.
A new two-step synthesis of 2-alkylated 1,4-diketones and α-alkylated γ-keto esters
Ballini,Bosica,Petrelli,Petrini
, p. 1236 - 1240 (2007/10/03)
2-Alkylated 1,4-diketones and α-alkylated γ-keto esters can be easily prepared by a two-step procedure which involves first the conjugate addition of a nitroalkane to an enedione derivative in acetonitrile with DBU as base, followed by chemoselective hydrogenation of the C-C double bond (H2 10% Pd/C) of the Michael adduct, obtained after elimination of nitrous acid.
