221230-46-2Relevant articles and documents
Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes
Mohamed, Rana K.,Mondal, Sayantan,Guerrera, Joseph V.,Eaton, Teresa M.,Albrecht-Schmitt, Thomas E.,Shatruk, Michael,Alabugin, Igor V.
, p. 12054 - 12058 (2016)
A new approach to fused helicenes is reported, where varied substituents are readily incorporated in the extended aromatic frame. From the alkynyl precursor, the final helical compounds are obtained under mild conditions in a two-step process, in which th
Copper-catalyzed cascade annulation between α-bromocarbonyls and biaryl or (: Z)-arylvinylacetylenes enabling a direct synthesis of dibenzocycloheptanes and related compounds
Lu, Danyang,Wan, Yimei,Kong, Lichun,Zhu, Gangguo
supporting information, p. 13971 - 13974 (2016/12/09)
Copper-catalyzed cascade annulation of γ,δ-unsaturated α-bromocarbonyls with biaryl or (Z)-arylvinylacetylenes is presented, giving an expeditious access to dibenzocycloheptanes and related compounds in moderate to high yields. It provides a novel method for the one-pot synthesis of cycloheptane and cycloheptene-fused polycyclic scaffolds featuring a rare 7-endo-trig radical cyclization.
Flexible synthesis of phenanthrenes by a PtCl2-catalyzed cycloisomerization reaction
Fuerstner, Alois,Mamane, Victor
, p. 6264 - 6267 (2007/10/03)
Readily available biphenyl derivatives containing an alkyne unit at one of their ortho positions are converted into substituted phenanthrenes upon exposure to catalytic amounts of either PtCl2, AuCl3, GaCl3, or InCl3 in toluene. This 6-endo-dig cyclization likely proceeds through initial π-coordination of the alkyne unit followed by interception of the resulting η2-metal complex by the adjacent arene ring. The reaction is inherently modular, allowing for substantial structural variations and for the incorporation of substituents at any site of the phenanthrene product except C-9. Moreover, the reaction is readily applied to the heterocyclic series as exemplified by the preparation of benzoindoles, naphthothiophenes as well as bridgehead nitrogen hetero- cycles.