151897-75-5Relevant academic research and scientific papers
A convenient synthesis of tricyclic gamma-lactams, stimulating B-C-D rings of azasteroids via Michael addition reaction
Kar,Chatterjee,Ray
, p. 1953 - 1958 (1993)
Cinnamoylchloride on treatment with arylaminomalonates produced the γ-lactam diester derivatives. Highly stereoselective hydrolysis of the diester, produced the trans acid, which on homologation by Arndt-Eistert's method followed by PPA cyclization generated the tricyclic γ-lactam derivatives simulating B-C-D ring of many azasteroids in good overall yield.
Studies on γ-Lactams: Synthesis of some 3-Aryl-1, 3a,4,9b-tetrahydrobenzoindole-2,5-dione derivatives and its Implication in the Total Synthesis of Functionalized 17-Azasteroids
Kar, Gandhi K.,Ramesh, Dandala,Chatterjee, Basanta G.,Ray, Jayanta K.
, p. 568 - 583 (2007/10/03)
The γ-lactam diesters 3 and 10, prepared from anilinomalonates and 3-arylacryloyl chloride by intermolecular Michael addition followed by intramolecular amidification, were hydrolysed and selectively decarboxylated to the trans acids 4 and 11.Homologation by Arndt-Eistert's method followed by PPA cyclization produced the tri- and tetracyclic γ-lactam derivatives (8 and 15) simulating the B-C-D/A-B-C-D ring system of many azasteroids, in good overall yield.
