1038747-91-9Relevant academic research and scientific papers
Continuous flow based catch and release protocol for the synthesis of α-ketoesters
Palmieri, Alessandro,Ley, Steven V.,Polyzos, Anastasios,Baxendale, Ian R.,Ladlow, Mark
, (2009)
Using a combination of commercially available mesofluidic flow equipment and tubes packed with immobilised reagents and scavengers, a new synthesis of a-ketoesters is reported.
Improved preparation of alkyl 2-(3-indolyl)-3-nitroalkanoates under fully heterogeneous conditions: stereoselective synthesis of alkyl (E)-2-(3-indolyl)-2-alkenoates
Ballini, Roberto,Gabrielli, Serena,Palmieri, Alessandro,Petrini, Marino
, p. 5435 - 5441 (2008/09/21)
Ethyl 3-nitro-2-alkenoates can be generated starting from nitroalkanes and ethyl 2-oxoacetate under heterogeneous conditions that minimize work-up procedures, avoid any purification step and direct manipulation of the nitroalkene system. Reaction of ethyl 3-nitro-2-alkenoates, formed in situ from their acetoxy precursors, with indoles in the presence of basic alumina affords ethyl 2-(3-indolyl)-3-nitroalkanoates that are central intermediates for the preparation of tryptamines and carboline alkaloids. A base promoted elimination of nitrous acid from these nitroindolyl derivatives readily produces ethyl 2-(3-indolyl)-2-alkenoates with high E stereoselectivity. The latter compounds can be used as Michael acceptors in intra- and intermolecular reactions with nucleophilic reagents.
