18118-29-1Relevant articles and documents
Synthesis and anti-HIV activity of alkylated quinoline 2,4-diols
Ahmed, Nafees,Brahmbhatt, Keyur G.,Sabde, Sudeep,Mitra, Debashis,Singh, Inder Pal,Bhutani, Kamlesh K.
experimental part, p. 2872 - 2879 (2010/07/04)
Naturally occurring quinolone alkaloids, buchapine (1) and compound 2 were synthesized as reported in literature and evaluated for anti-HIV potential in human CD4+ T cell line CEM-GFP, infected with HIV-1NL4.3 virus by p24 antigen capture ELISA
4-Hydroxycoumarin and related systems: Sitoselectivity of the Mitsunobu reaction with prenyl alcohols
Cravotto, Giancarlo,Nano, Gian Mario,Palmisano, Giovanni,Tagliapietra, Silvia
, p. 1351 - 1358 (2007/10/03)
The Mitsunobu reaction leads to the formation of new C-C bonds between prenyl alcohols and 1,3-dicarbonyl compounds like 4-hydroxycoumarin or its nitrogen isoster. Buchapine was obtained through a one-pot procedure from 4-hydroxy-2-quinolone and dimethylallyl alcohol.
A REVERSIBLE CLAISEN REARRANGEMENT OF 3-(3,3-DIMETHYLALLYL)-4-(3,3-DIMETHYLALLYLOXY)QUINOLIN-2-ONE; SYNTHESIS OF BUCHAPSINE AND LOSS OF ITS 1,1-DIMETHYLALLYL GROUP
Grundon, Michael F.,Ramachandran, V. N.
, p. 4253 - 4256 (2007/10/02)
Reversible Claisen rearrangement of 3-(3,3-dimethylallyl)-4-(3,3-dimethylallyloxy)quinolin-2-one (5) furnished the alkaloid, buchapsine (6), which readily lost the 1,1-dimethylallyl group; a mechanism for the cleavage reaction is proposed.
