4640-77-1Relevant articles and documents
Polymer coated magnetically separable organocatalyst for C[sbnd]N bond formation via aza-Michael addition
Panwar, Vineeta,Ray, Siddharth S.,Jain, Suman L.
, p. 5026 - 5032 (2016/11/02)
A polyacrylamide coated magnetite (PAM@MNP) catalyst was synthesized by following a two step approach involving the reaction of magnetite (Fe3O4) particles with coupling agent 3-(trimethoxysilyl)propyl methacrylate followed by grafting of acrylamide and subsequent polymerization via surface initiated radical polymerization technique. The synthesized organocatalyst was used for a one-pot aza-Michael addition reaction of amines with electron deficient alkenes to give β-amino carbonyls. The magnetic properties of the synthesized organocatalyst provide it a facile recovery by external magnet which eliminates the problems arising during catalyst separation by conventional filtration.
Aza-Michael reaction: Selective mono- versus bis-addition under environmentally-friendly conditions
Bosica, Giovanna,Spiteri, Jonathan,Borg, Caroline
, p. 2449 - 2454 (2014/04/03)
Aza-Michael reactions between primary amines and methyl propenoate have been investigated under environmentally-friendly solventless heterogeneous catalysis in order to obtain the mono- or the bis-adduct. The reaction conditions can be altered so as to maximise the yields of the required product with high selectivity.
Synthesis of tetrahydropyrazolo[1,5- C ]pyrimidine-2,7(1 H,3 H)-diones
Gro?elj, Uro?,Podlogar, Anja,Novak, Ana,Dahmann, Georg,Golobi?, Amalija,Stanovnik, Branko,Svete, Jurij
, p. 639 - 650 (2013/04/10)
A series of tetrahydropyrazolo[1,5-c]pyrimidine-2,7(1H,3H)-diones 3a-h as the first representatives of the so far unexplored saturated heterocyclic system have been synthesized, formally in 12 steps from methyl acrylate (4). The synthesis comprises a four-step preparation of methyl N-Cbz-5-alkylamino-3- oxopentanoates 9a-c, their three-step transformation into 5-{2-[(alkyl) (benzyloxycarbonyl)amino]ethyl}pyrazolidin-3-ones 12a-c, three-step selective alkylation of the amidic N-2 to give 2-alkyl-5-{2-[(alkyl)(benzyloxycarbonyl) amino]ethyl}pyrazolidin-3-ones 16b-h, followed by hydrogenolytic Cbz-deprotection and subsequent cyclization of the intermediate 1,4-diamine with CDI to furnish the title compounds 3. Most of the synthetic steps were performed as a one-pot transformation. Georg Thieme Verlag Stuttgart New York.