24684-41-1Relevant academic research and scientific papers
α-Oxoketene dithioacetal mediated aromatic annulation: Highly efficient and concise synthetic routes to potentially carcinogenic polycyclic aromatic hydrocarbons
Nandi, Sukumar,Panda, Kausik,Suresh,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 3663 - 3673 (2007/10/03)
Highly efficient regiospecific routes to potentially carcinogenic polycyclic aromatic hydrocarbons such as substituted benzo[c]phenanthrenes, benzo[c]fluorenes, 16,17-dihydro-11-methyl-15[H]cyclopenta[a]phenanthrene, 5-methyl-7,8,9,10-tetrahydrochrysene and 1,4-dimethylphenanthrene have been developed. The overall strategy involves our aromatic annulation protocol through base induced conjugate addition-elimination on the cyclic and acyclic α-oxoketene dithioacetals with the appropriate arylacetonitriles followed by acid induced cyclodehydration of the resulting conjugate adducts. Subsequent reductive dethiomethylation (Raney Ni) and dehydrogenation (DDQ) of the cyclized products affords the methyl substituted PAHs in high yields.
New Synthetic Approaches to Cyclopentaphenanthrenes and Their Carcinogenic Derivatives
Lee, Hongmee,Harvey, Ronald G.
, p. 4253 - 4256 (2007/10/02)
A new general synthetic approach to cyclopentaphenanthrenes including their carcinogenic 11-methyl (1b) and 17-keto (2d and 2b) derivatives is reported.The simplest example entails alkylation of the bromomagnesium salt of an enamine derivative of cyclo
A NEW SYNTHESIS OF CYCLOPENTA PHENANTHRENE AND ITS CARCINOGENIC DERIVATIVES
Lee, Homgmee,Harvey, Roland G.
, p. 3207 - 3210 (2007/10/02)
A novel synthesis of ciclopenta phenanthrene and its carcinogenic 11-methyl and 17-keto derivatives is described.
