54966-47-1Relevant articles and documents
Synthesis of trisubstituted allenamides utilizing 1,2-rearrangement of dialkoxyphosphoryl moiety under Br?nsted base catalysis
Kondoh, Azusa,Ozawa, Ryosuke,Terada, Masahiro
, p. 1164 - 1167 (2019/09/07)
A new method for the synthesis of trisubstituted allenamides was developed by utilizing the 1,2-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen under Br?nsted base catalysis. The reaction would involve the catalytic generation of an α-amino propargyl anion through the key rearrangement, the addition to an electrophile at the α-position of the anionic intermediate, and the unprecedented rearrangement of a phosphoramidate moiety of the adduct, providing trisubstituted allenamides that are difficult to synthesize by using conventional methods.
Synthesis of N-methoxy-N-methyl-β-enaminoketoesters: New synthetic precursors for the regioselective synthesis of heterocyclic compounds
Persson, Tobias,Nielsen, John
, p. 3219 - 3222 (2007/10/03)
Weinreb amides react with the lithium or sodium acetylide of ethyl propynoate in a hitherto unexplored acyl substitution-conjugate addition sequence to furnish (E)-N-methoxy-N-methyl-β-enaminoketoesters. This approach provides a diverse entry to densely functionalized heterocyclic compounds, including pyrazoles through regioselective cyclocondensations with hydrazines in a microwave-assisted reaction.
Oxalylmethylenephosphoranes: III. Synthesis and Flash Vacuum Pyrolysis of Ethyl 4-Aryl-3-triphenylphosphoranylidene-2,4-dioxobutanoates
Koz'minykh,Berezina,Koz'minykh,Aitken,Karodia,Massil
, p. 390 - 394 (2007/10/03)
Ethyl 4-aryl-3-triphenylphosphoranylidene-2,4-dioxobutanoates were obtained by C-acylation of (aroylmethylene)(triphenyl)phosphorane with ethyl oxalyl chloride. Under conditions of vacuum flash pyrolysis at 500°C the former eliminate triphenylphosphine oxide to give ethyl 4-aryl-4-oxo-2-butynoates.