A series of helical quinolizinium salts were prepared utilizing Rh-catalyzed [2+2+2]cyclotrimerization and C-H activation processes as the crucial synthetic steps. The cyclotrimerization of appropriately substituted diynes with trimethylsilylethyne under Rh-catalyzed conditions provided the 1-arylisoquinolines in up to 61% isolated yields. Their Rh-catalyzed C-H activation/annulation with various aryl and alkyl disubstituted alkynes gave rise to [7]-helical quinolizinium salts in high isolated yields (up to 93%). Enantioselective C-H activation was also tried with asymmetric induction up to 62% ee. The respective boron and platinum complexes of 1-arylisoquinolines were prepared as well. All prepared compounds exhibit fluorescence in the orange-red light region (606-682 nm) with ΦFs 28-99%.

Academy of Sciences of the Czech Republic J Heyrovský Institute of Physical Chemistry v v i Dolejškova 2155 3 182 23 Praha 8 Czech Republic

Department of Inorganic Chemistry Faculty of Science Charles University Hlavova 8 128 00 Praha 2 Czech Republic

Department of Organic Chemistry Faculty of Science Charles University Hlavova 8 128 00 Praha 2 Czech Republic

Department of Physical and Macromolecular Chemistry Faculty of Science Charles University Hlavova 8 128 00 Praha 2 Czech Republic

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