128773-71-7Relevant academic research and scientific papers
Preparation and epoxidation of conjugated lactams: Influence of ring size on epoxidation
Li,Smith
, p. 1265 - 1275 (1995)
α,β-Epoxy-lactams can be prepared from conjugated lactams by treatment with m-chloroperoxybenzoic acid. Good yields are obtained, however, only with 2-pyrrolidinone derivatives. The yield of epoxy-lactam diminishes dramatically as the size of the lactam ring increases.
A REGIOSELECTIVE DIELS-ALDER SYNTHESIS OF ELLIPTICINE
Davis, Deborah A.,Gribble, Gordon W.
, p. 1081 - 1084 (1990)
The trimethylsilyl trifluoromethanesulfonate accelerated Diels-Alder reaction between 1,3-dimethyl-4-(phenylsulfonyl)-4H-furoindole (3) and 5,6-dihydropyridones (10) shows high regioselectivity, yielding carbazole 11 upon hydrolytic workup.Carbazole 11b has been successfully converted to the pyridocarbazole alkaloid ellipticine (1).
Unprecedented copper-catalyzed asymmetric conjugate addition of organometallic reagents to α,β-unsaturated lactams
Pineschi, Mauro,Moro, Federica Del,Gini, Francesca,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 1244 - 1246 (2007/10/03)
For the first time, an excellent enantioselectivity has been obtained in the conjugate addition of hard organometallic reagents to α,β-unsaturated lactams bearing appropriate protecting-activating groups on the nitrogen.
Synthetic Applications of 2-(1,3-Dithian-2-yl)indoles. IV. New Synthesis of the Tetracyclic ABED Ring System of Strychnos Alkaloids
Diez, Anna,Castells, Josep,Forns, Pilar,Rubiralta, Mario,Grierson, David S.,et al.
, p. 6585 - 6602 (2007/10/02)
A new and versatile synthesis of tetracyclic compounds 10, 22 and 24 presenting the ABED ring system of Strychnos alkaloids is described by closure of the C1-C11b bond in the key step.The intermediate tetrahydropyridinium salts 2 have been obtained from 2-(1,3-dithian-2-yl)indole (3) and either 2-cyano-3-ethyl-1-methyl-1,2,3,6-tetrahydropyridine (4a) or N-substituted Δ3-piperidein-2-ones (5).
