112753-93-2Relevant academic research and scientific papers
INTRAMOLECULAR RADICAL TRAPPING IN "SET" RING OPENING OF N-ENOYL AZIRIDINES. A NEW MECHANISTIC PROBE AND A NEW SYNTESIS OF PYRROLIDONES.
Bentz, G.,Besbes, N.,Laurent, A.,Stamm, H.
, p. 2511 - 2512 (1987)
N-Acryloyl aziridines 1a-c form pyrrolidones 4a-c via electron attachment, homolytic ring cleavage of the intermediate ketyl, and intramolecular trapping of the radical by the C=C bond of the acryloyl moiety of 1a-c.
A new convenient method for the preparation of enamides from N-allylamides
Sergeyev, Sergey,Hesse, Manfred
, p. 1313 - 1317 (2007/10/03)
Isomerization of various N-allylamides in the presence of Fe(CO)5 smoothly afforded the corresponding enamides in yields up to 95%. The reported procedure is compatible with various functional groups including protected amino and hydroxy groups. The possible mechanism of transformation is discussed.
Evolutions differentes de radicaux anions formes par voie chimique ou electrochimique
Archier-Jay, Danielle,Besbes, Neji,Laurent, Andre,Laurent, Eliane,Lesniak, Stanislaw,Tardivel, Robert
, p. 537 - 543 (2007/10/02)
Chemical and electrochemical reductions of N-aroylaziridines 1 are described and compared.The first step is a single electron transfer (1 +e -> 1-. -> 1'-.).But compounds obtained from 1'-. are depending on the method used way followed: chemical reduction of N-cinnamoylaziridine 1e provides pyrrolidone 10e; but oxazoline 11e is available by electrochemical reduction of the same starting material 1e.Counter ion seems responsible of these different results.In agreement with this hypothesis, it is shown that pyrrolidone 10e is obtained from 1j only in presence of a counter ion.
