54520-29-5Relevant academic research and scientific papers
Synthesis of 5-(1-H or 1-alkyl-5-oxopyrrolidin-3-yl)-8-hydroxy-[1,6]-naphthyridine-7-carboxamide inhibitors of HIV-1 integrase
Melamed, Jeffrey Y.,Egbertson, Melissa S.,Varga, Sandor,Vacca, Joseph P.,Moyer, Greg,Gabryelski, Lori,Felock, Peter J.,Stillmock, Kara A.,Witmer, Marc V.,Schleif, William,Hazuda, Daria J.,Leonard, Yvonne,Jin, Lixia,Ellis, Joan D.,Young, Steven D.
scheme or table, p. 5307 - 5310 (2009/05/07)
HIV-1 integrase catalyzes the insertion of viral DNA into the genome of the host cell. Integrase inhibitor N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide selectively inhibits the strand transfer process of integration. 4-Substituted pyrrolidinones possessing various groups on the pyrrolidinone nitrogen were introduced at the 5-position of the naphthyridine scaffold. These analogs exhibit excellent activity against viral replication in a cell-based assay. The preparation of these compounds was enabled by a three-step, two-pot reaction sequence from a common butenolide intermediate.
Aryl pyrrolidinones via radical 1,4-aryl migration and 5-endo-trig cyclisation of N-(2-bromoallyl)arylcarboxamides
Palframan, Matthew J.,Tchabanenko, Kirill,Robertson, Jeremy
, p. 8423 - 8425 (2007/10/03)
Radical reaction of a series of N-(2-bromoallyl)arylcarboxamides led to the production of 4-arylpyrrolidin-2-ones and directly reduced materials in comparable yields. A cascade process, involving sequential 5-exo-trig spirocyclisation, β-scission, and 5-endo-trig cyclisation of the resulting acyl radical, is proposed to explain the pyrrolidinone products.
