2, 5-Dialkylfurans and nitroalkanes as source of 2, 3, 5-trialkylpyrroles
R Ballini, L Barboni, G Bosica, M Petrini
Index: Ballini, Roberto; Barboni, Luciano; Bosica, Giovanna; Petrini, Marino Synlett, 2000 , # 3 p. 391 - 393
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Citation Number: 55
Abstract
Abstract: 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 CC 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 ...
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