A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels−Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/ 10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.
One-carbon homologation functionalization in organic synthesis is quite challenging and difficult task in terms of atom economy, ease of reaction, selectivity and number of steps involved. Due to the reactivity...
N-heterocyclic carbene (NHC) catalyzed direct access to enantioenriched 4-phosphorylated δ-lactones from β-phosphorylenones and enals has been achieved.
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