3328-33-4Relevant academic research and scientific papers
One-pot synthesis of N-chloroacetyl 1-aminoalkyl phosphonates - Precursors of 4-phosphono-β-lactams
Moonen, Kristof,Stevens, Christian V.
, p. 3603 - 3612 (2007/10/03)
4-Phosphono-β-lactams are synthesized via a three-step sequence, including final formation of the C3-C4 bond through a phosphorus-stabilized carbanion. The chlorinated precursors can be synthesized via two different methods: a one-pot N-acylation of an aromatic imine followed by addition of a trialkyl phosphite or phosphonylation of a suitable imine followed by N-acylation in a separate reaction step. The former method was preferred because of the ease of the reaction and the good yields obtained. Georg Thieme Verlag Stuttgart.
Synthesis of 4-phosphono-β-lactams via phosphite addition to acyliminium salts
Stevens, Christian V.,Vekemans, Wannes,Moonen, Kristof,Rammeloo, Thomas
, p. 1619 - 1622 (2007/10/03)
4-Aryl-4-phosphono-β-lactams are prepared by acylation of iminium salts with chloroacetyl chloride followed by phosphite addition and ring closure using sodium hydride as a base. Deacylation of the iminium salt is in competition with the desired addition of phosphites to acyliminium salts, which lowers the yield of the reaction.
