1383117-71-2Relevant academic research and scientific papers
A new approach to construct a fused 2-ylidene chromene ring: Highly regioselective synthesis of novel chromeno quinoxalines
Shiva Kumar,Rambabu,Prasad, Bagineni,Mujahid, Mohammad,Krishna, G. Rama,Basaveswara Rao,Malla Reddy,Vanaja,Kalle, Arunasree M.,Pal, Manojit
, p. 4774 - 4781 (2012/08/08)
Regioselective construction of a fused 2-ylidene chromene ring was achieved for the first time by using AlCl3-induced C-C bond formation followed by Pd/C-Cu mediate coupling-cyclization strategy. A number of chromeno[4,3-b]quinoxaline derivatives were prepared by using this strategy. Single crystal X-ray diffraction study of a representative compound e.g. 6-(2,2-dimethylpropylidene)-4-methyl-6H-chromeno[4,3-b]quinoxalin-3-ol confirmed the presence of an exocyclic C-C double bond with Z-geometry. The crystal structure analysis and hydrogen bonding patterns of the same compound along with its structure elaboration via propargylation followed by Sonogashira coupling of the resulting terminal alkyne is presented. A probable mechanism for the formation of 2-ylidene chromene ring is discussed. Some of the compounds synthesized showed anticancer properties when tested in vitro.
